Methanol → Methyl 3-thienylacetate

HRID 409407Notes

Reaction equation

HRID 409407 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([OH:9])=[O:8])=[CH:2]1.[CH3:10]O>>[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([O:9][CH3:10])=[O:8])=[CH:2]1

Participants

3

Reactant 2

HCID 887MethanolHCID 234043-Thiophenacetic acid

Product 1

HCID 94041Methyl 3-thienylacetate

Procedure

To 2-(thiophen-3-yl)acetic acid in MeOH at 0° C. was added TMS-CH2N2. The solution was stirred for 3 hours then quenched with a few drops of AcOH. The solvents were evaporated. Column chromatography (SiO2, 3-15% EtOAc/Hex) gave pure methyl 2-(thiophen-3-yl)acetate (E41).

Workup

  1. customthen quenched with a few drops of AcOH
  2. customThe solvents were evaporated

Sources & evidence

ORD record
ord-73673e1cdb9b4d0b9e447f4fc55f2519
Source dataset
uspto-grants-2014_06
Patent number
US08759388B2

Reaction notes

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