Methanol → Methyl thiophen-2-acetate

HRID 2279943Notes

Reaction equation

HRID 2279943 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=[O:8].S(Cl)(Cl)=O.[CH3:14]O>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([O:9][CH3:14])=[O:8]

Participants

4

Reactant 3

HCID 887MethanolHCID 159702-Thiopheneacetic acidHCID 24386Thionyl Chloride

Product 1

HCID 88055Methyl thiophen-2-acetate

Procedure

To a solution of 2-thiopheneacetic acid (1.50 g, 10.6 mmol) in MeOH (20 mL) was added thionyl chloride (3.80 mL, 53 mmol) dropwise at 0° C. The resulting solution was stirred at room temperature for 18 h. The reaction mixture was concentrated in vacuo to give the title compound as a dark brown oil (1.65 g, quantitative yield) which was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-6cbe438a3ee140f39763f5ec51bfebe3
Source dataset
uspto-grants-2015_09
Patent number
US09133185B2

Reaction notes

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