2-Thiophenecarboxaldehyde → Methyl 3-(thiophen-2-yl)acrylate

HRID 1013419Notes

Reaction equation

HRID 1013419 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[CH3:8][O:9][C:10](=[O:26])[CH2:11]P(OCC(F)(F)F)(OCC(F)(F)F)=O>>[CH3:8][O:9][C:10](=[O:26])[CH:11]=[CH:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 73642-ThiophenecarboxaldehydeHCID 184894Nsc 634137

Product 1

HCID 2778970Methyl 3-(thiophen-2-yl)acrylateYield 75%

Procedure

Thiophene-2-carbaldehyde (4.00 g, 35.7 mmol) and [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid methyl ester (12.5 g, 39.3 mmol) were treated by the method outlined in Example 34, step a to afford the subtitle compound (4.5 g, yield: 75%). MS calculated for C8H8O2S +H: 169, observed: 169.

Sources & evidence

ORD record
ord-65fbdc9ad23e4e9499d9692c4ec7b721
Source dataset
uspto-grants-2011_07
Patent number
US07981919B2

Reaction notes

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