Sulfuryl chloride → Methyl 4-hydroxy-2-methylthiophene-3-carboxylate

HRID 1732937Notes

Reaction equation

HRID 1732937 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]([OH:11])[CH2:7][S:8][C:9]=1[CH3:10])=[O:4].S(Cl)(Cl)(=O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[C:6]([OH:11])=[CH:7][S:8][C:9]=1[CH3:10])=[O:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 54222794HCID 54222794, compound

Product 1

HCID 12593647Methyl 4-hydroxy-2-methylthiophene-3-carboxylateYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

17.4 Parts of 3-hydroxy-5-methyl-dihydrothiophene-4-carboxylic acid methyl ester are dissolved in 100 parts by volume of methylene chloride. 14.9 parts of sulfuryl chloride in 20 parts by volume of methylene chloride are added in the course of 30 minutes at 10° C., whilst passing nitrogen into the mixture. The end product is isolated from the reaction mixture by the method described in Example 1c. 12.9 parts (75% of theory) of 3-hydroxy-5-methyl-thiophene-4-carboxylic acid methyl ester of boiling point 67°-70° C./0.025 mbar are obtained.

Workup

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

Sources & evidence

ORD record
ord-932dc658bc5f4d4fb41877e598745ef1
Source dataset
uspto-grants-1980_12
Patent number
US04239897

Reaction notes

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