Selective synthesis of dimethoxyethane via directly catalytic etherification of crude ethylene glycol

Green Chemistry International

Selective synthesis of dimethoxyethane via directly catalytic etherification of crude ethylene glycol

Green Chem., 2017, Advance Article
DOI: 10.1039/C7GC00659D, Paper

Weiqiang Yu, Fang Lu, Qianqian Huang, Rui Lu, Shuai Chen, Jie Xu
A potential diesel fuel additive, dimethoxyethane, was highly selectively produced via etherification of crude ethylene glycol over SAPO-34

From the journal:

Green Chemistry

Selective synthesis of dimethoxyethane via directly catalytic etherification of crude ethylene glycol

Weiqiang Yu,^a  Fang Lu,*^a  Qianqian Huang,^ab  Rui Lu,^ab  Shuai Chen^a  and  Jie Xu*^a 

*Corresponding authors

^aState Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian National Laboratory for Clean Energy, Dalian 116023, P. R. China
E-mail:xujie@dicp.ac.cn, lufang@dicp.ac.cn

^bUniversity of the Chinese Academy of Sciences, Beijing 100049, P. R. China

Abstract

Etherification of ethylene…

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Selective hydrogenation of N-heterocyclic compounds using Ru nanocatalysts in ionic liquids

Green Chemistry International

Selective hydrogenation of N-heterocyclic compounds using Ru nanocatalysts in ionic liquids

Green Chem., 2017, 19,2762-2767
DOI: 10.1039/C7GC00513J, Communication

Hannelore Konnerth, Martin H. G. Prechtl
N-Heterocyclic compounds have been tested in the selective hydrogenation catalysed by small 1-3 nm sized Ru nanoparticles (NPs) embedded in various imidazolium based ionic liquids (ILs).

http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C7GC00513J?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

From the journal:

Green Chemistry

Selective hydrogenation of N-heterocyclic compounds using Ru nanocatalysts in ionic liquids

Hannelore Konnerth^a  and  Martin H. G. Prechtl*^a 

*Corresponding authors

^aDepartment of Chemistry, Institute of Inorganic Chemistry, University of Cologne, Greinstraße 6, 50939 Cologne, Germany
E-mail:martin.prechtl@uni-koeln.de
Web: http://catalysis.uni-koeln.de;www.h2.bio
Fax: +49 221 4701788

Abstract

N-Heterocyclic compounds have been tested in the selective hydrogenation catalysed by small 1–3 nm sized Ru nanoparticles (NPs) embedded in various imidazolium based ionic liquids (ILs). Particularly a diol-functionalised IL shows the best performance in the hydrogenation of quinoline to 1,2,3,4-tetrahydroquinoline…

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Is water a suitable solvent for the catalytic amination of alcohols?

Green Chemistry International

Is water a suitable solvent for the catalytic amination of alcohols?

Green Chem., 2017, 19,2839-2845
DOI: 10.1039/C7GC00422B, Paper

Johannes Niemeier, Rebecca V. Engel, Marcus Rose
The catalytic aqueous-phase amination of biogenic alcohols with solid catalysts is reported for future development of renewable amine value-added chains.

From the journal:

Green Chemistry

Is water a suitable solvent for the catalytic amination of alcohols?

Johannes Niemeier,^a  Rebecca V. Engel^ab  and  Marcus Rose*^a 

*Corresponding authors

^aInstitut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringerweg 2, 52074 Aachen, Germany
E-mail:rose@itmc.rwth-aachen.de

^bCardiff Catalysis Institute, Cardiff University, 42 Park Place, CF10 3AT Cardiff, UK

Abstract

The catalytic conversion of biomass and biogenic platform chemicals typically requires the use of solvents. Water is present already in the raw materials and in most cases a suitable solvent for the typically highly polar substrates…

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Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Green Chemistry International

Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Green Chem., 2017, Advance Article
DOI: 10.1039/C7GC01289F, Paper

Zhanhui Yang, Zhongpeng Zhu, Renshi Luo, Xiang Qiu, Ji-tian Liu, Jing-Kui Yang, Weiping Tang
A highly efficient iridium catalyst is developed for the chemoselective reduction of aldehydes to alcohols in water, using formic acid as a reductant.

From the journal:

Green Chemistry

Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Zhanhui Yang,^ab  Zhongpeng Zhu,^ac  Renshi Luo,^ad  Xiang Qiu,^a  Ji-tian Liu,^a  Jing-Kui Yang^c  and Weiping Tang*^ae 

*Corresponding authors

^aSchool of Pharmacy, University of Wisconsin–Madison, Madison, USA
E-mail:weiping.tang@wisc.edu

^bFaculty of Science, Beijing University of Chemical Technology, Beijing, P. R. China

^c

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A Convenient and “Greener” Synthesis of Methyl Nitroacetate

Methyl Nitroacetate (2)

Warning: Although no incidents occurred, the intermediates generated, as well as the end product, are energetic and should be handled as if they are explosive materials. It is essential that all reactions be conducted behind a blast shield and that proper protective equipment, including a face shield, be worn at all times during the operation.

A new procedure for the synthesis and isolation of methyl nitroacetate is described. The previously published method required drying the explosive dipotassium salt of nitroacetic acid in a vacuum desiccator, followed by grinding this material into a fine powder with a mortar and pestle prior to esterification. To obtain the desired product, benzene was employed as the extraction solvent, sodium sulfate was used as the drying agent, and two distillations were required. The new procedure eliminates drying and grinding of the explosive dipotassium salt, employs ethyl acetate or dichloromethane as the extraction solvent, eliminates the need for a drying agent, and requires a single distillation to furnish the end product in high yield and purity.

clear colorless liquid, bp 65 °C (3.9 Torr).

1H NMR (400 MHz; CDCl3) δ 5.18 (s, 2H), 3.87 (s, 3H);

13C NMR (100 MHz, CDCl3) δ 162.5, 76.2, 53.6;

IR (neat): 3041, 2967, 1751, 1557;

Tdec= 251 °C (onset), 272 °C (peak).

NMR PREDICT

A Convenient and “Greener” Synthesis of Methyl Nitroacetate

Eric C. Johnson†, Pablo E. Guzmán*†, Leah A. Wingard†, Jesse J. Sabatini*† , and Rose A. Pesce-Rodriguez‡

†Energetics Technology Branch, ‡Energetic Materials Science Branch, U.S. Army Research Laboratory, Aberdeen Proving Ground, Maryland 21005, United States

Org. Process Res. Dev., Article ASAP

DOI: 10.1021/acs.oprd.7b00093

 

*E-mail: jesse.j.sabatini.civ@mail.mil. Phone: 410-278-0235., *E-mail: pablo.e.guzman2.civ@mail.mil. Phone: 410-278-8608.

 

NMR predict

 

 

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NOESY experiment of diastereomer 10α (3S, 5R) …….(3S,5R)-3-Benzyl-5-isobutyl-1,3,4,5-tetrahydro-2H-thieno[3,2-e]- [1,4]diazepin-2-one (10α)

NOESY experiment of diastereomer 10α (3S, 5R)

(3S,5R)-3-Benzyl-5-isobutyl-1,3,4,5-tetrahydro-2H-thieno[3,2-e]- [1,4]diazepin-2-one (10α):

Pale yellow solid, 50% (64.0 mg),

m.p. 66.7–67.4 °C.

[α]D 29 = –122.2 (c = 1.0, MeOH).

1 H NMR (CDCl3, 300 MHz): δ = 0.90 (d, J = 6.3 Hz, 3 H), 0.92 (d, J = 6.6 Hz, 3 H), 1.36–1.54 (m, 2 H), 1.81 (m, 1 H), 2.08 (s, 1 H), 3.13 (d, J = 5.1 Hz, 2 H), 3.93 (t, J = 5.1 Hz, 1 H), 4.67 (dd, J = 3.0, J = 9.9 Hz, 1 H), 7.15–7.30 (m, 8 H) ppm.

13C NMR (CDCl3, 75 MHz): δ = 21.48, 23.79, 24.71, 36.81, 42.09, 59.63, 73.76, 111.68, 120.97, 125.09, 126.92, 126.97, 128.70, 129.83 (2 C), 135.11, 136.90, 172.65 ppm.

LC–MS (ESI+): m/z = 315.2 [M + H]+.

HRMS: calcd. for C18H23N2OS 315.1531 [M + H]+; found 315.1531

10.1002/ejoc.201500943

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trans-2-(benzo[d][1,3]dioxol-5-yl)-2-methylcyclopropane-1-carbonitrile

trans-2-(benzo[d][1,3]dioxol-5-yl)-2-methylcyclopropane-1-carbonitrile

yellowish solid (53 mg, 66%);

m.p. = 72 °C;

1 H-NMR (600 MHz, CDCl3): δ = 6.77 – 6.71 (m, 3H), 5.94 (s, 2H), 1.63 – 1.59 (m, 4H), 1.50 (dd, J = 9.1, 5.0 Hz, 1H), 1.26 (t, J = 5.3 Hz, 1H);

13CNMR (151 MHz, CDCl3): δ = 147.80, 146.73, 136.69, 120.64, 120.23, 108.28, 108.17, 101.19, 28.75, 23.86, 21.40, 11.30;

HRMS (ESI): m/z calc. for [C12H11O2NK]: 240.0414, found 240.04204;

IR (KBr): νmax/cm-1 = 2972, 2897, 2231, 1490, 1457, 1434, 1349, 1226, 1080, 1033, 924, 869, 808, 728.

1H NMR PREDICT

13C NMR PREDICT

 Green Chem., 2017, Advance Article

DOI: 10.1039/C7GC00602K, Communication

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C[C@@]1([C@H](C#N)C1)C2=CC(OCO3)=C3C=C2