Sulfuryl chloride → Methyl 3-(acetyloxy)thiophene-2-carboxylate

HRID 1733605Notes

Reaction equation

HRID 1733605 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH:9]([O:10][C:11](=[O:13])[CH3:12])[CH:8]=[CH:7][S:6]1)=[O:4].S(Cl)(Cl)(=O)=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[O:10][C:11](=[O:13])[CH3:12])=[O:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 54299211HCID 54299211, compound

Product 1

HCID 12593664Methyl 3-(acetyloxy)thiophene-2-carboxylateYield 79%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

20.2 parts of 3-acetoxydihydrothiophene-2-carboxylic acid methyl ester are reacted with 6.75 parts by volume of sulfuryl chloride in 150 parts by volume of CCl4 at 0° C. for one hour. The end product is isolated from the reaction mixture by the method described in Example 14(c). 15.8 parts (79% of theory) of 3-acetoxythiophene-2-carboxylic acid methyl ester of boiling point 84°-86° C./0.04 mbar are obtained.

Workup

  1. customThe end product is isolated from the reaction mixture by the method

Sources & evidence

ORD record
ord-1fe61c99d3284bc7a88e390be06d926c
Source dataset
uspto-grants-1980_12
Patent number
US04242518

Reaction notes

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