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

HRID 1733592Notes

Reaction equation

HRID 1733592 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-d5cb8a3140784287a5612116cbd741d4
Source dataset
uspto-grants-1980_12
Patent number
US04242518

Reaction notes

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