FACILE MULTI-DECAGRAM SYNTHESIS OF METHYL BUT-2-YNOATE

“Facile multi-decagram synthesis of methyl but-2-ynoate” B. Darses, I. N. Michaelides, D. J. Dixon, Org. Chem. Front. 2014, 1, 117-119

Facile multi-decagram synthesis of methyl but-2-ynoate

 *Corresponding authors
aDepartment of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, UK
Org. Chem. Front., 2014,1, 117-119

DOI: 10.1039/C3QO00072A

http://pubs.rsc.org/en/Content/ArticleLanding/2014/QO/c3qo00072a#!

A high yielding and operationally simple protocol affords multi-decagram quantities of the synthetically useful methyl but-2-ynoate from commercially available starting materials and reagents.

Graphical abstract: Facile multi-decagram synthesis of methyl but-2-ynoate

MOLINSTINCTS ID:0001-5u7q

Formula:C5H6O2

IUPAC Name:methyl but-2-ynoate

Cite this record :MIID:0001-5u7q

methyl but-2-ynoate NMR spectra analysis, Chemical CAS NO. 23326-27-4 NMR spectral analysis, methyl but-2-ynoate C-NMR spectrum
methyl but-2-ynoate NMR spectra analysis, Chemical CAS NO. 23326-27-4 NMR spectral analysis, methyl but-2-ynoate H-NMR spectrum

Synthesis Route for 23326-27-4

67-56-1
Methanol
590-93-2
but-2-ynoic acid
~67%
23326-27-4
methyl but-2-yno…

Reference:

Viale, Alessandra; Santelia, Daniela; Napolitano, Roberta; Gobetto, Roberto; Dastru, Walter; Aime, Silvio European Journal of Inorganic Chemistry, 2008 , # 28 p. 4348 – 4351

Synthesis Route for 23326-27-4

4344-87-0
3-Methyl-3-pyraz…
67-56-1
Methanol
~61%
23326-27-4
methyl but-2-yno…

Reference:

Moriarty, Robert M.; Vaid, Radhe K.; Farid, Payman Journal of the Chemical Society, Chemical Communications, 1987 , # 10 p. 711 – 712

Synthesis Route for 23326-27-4

67-56-1
Methanol
108-26-9
3-methyl-1,4-dih…
~34%
23326-27-4
methyl but-2-yno…

Reference:

Myrboh, B.; Ila, H.; Junjappa, H. Synthesis, 1982 , # 12 p. 1100 – 1102

Synthesis Route for 23326-27-4

186581-53-3
diazomethane
590-93-2
but-2-ynoic acid
23326-27-4
methyl but-2-yno…

Reference:

Aberhart, D. John Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5218 – 5220

Synthesis Route for 23326-27-4

1743-62-0
~73%
23326-27-4
methyl but-2-yno…

Reference:

Boers, Rutger B.; Randulfe, Yolanda Pazos; Van Der Haas, Hendrikus N. S.; Van Rossum-Baan, Marleen; Lugtenburg, Johan European Journal of Organic Chemistry, 2002 , # 13 p. 2094 – 2108

Synthesis Route for 23326-27-4

67-56-1
Methanol
590-93-2
but-2-ynoic acid
~67%
23326-27-4
methyl but-2-yno…

Reference:

Viale, Alessandra; Santelia, Daniela; Napolitano, Roberta; Gobetto, Roberto; Dastru, Walter; Aime, Silvio European Journal of Inorganic Chemistry, 2008 , # 28 p. 4348 – 4351

 

 

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