3-Methoxy-dihydrothiophene-4-carboxylic acid methyl ester → Methyl 4-methoxythiophene-3-carboxylate

HRID 1733586Notes

Reaction equation

HRID 1733586 reaction equation
ClCl.C(Cl)(Cl)(Cl)Cl.[CH3:8][O:9][C:10]([C:12]1[CH:13]([O:17][CH3:18])[CH2:14][S:15][CH:16]=1)=[O:11]>C(Cl)(Cl)(Cl)Cl>[CH3:8][O:9][C:10]([C:12]1[C:13]([O:17][CH3:18])=[CH:14][S:15][CH:16]=1)=[O:11]

Participants

4

Reactant 2

HCID 540483033-Methoxy-dihydrothiophene-4-carboxylic acid methyl esterHCID 86737392Chlorine tetrachloromethane

Product 1

HCID 2778377Methyl 4-methoxythiophene-3-carboxylateYield 93%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

15 parts by volume of a Cl2 /CCl4 solution (7.1 parts of chlorine in 100 parts of CCl4) are added in the course of 10 minutes to a solution, cooled to 0° C., of 1.74 parts of 3-methoxy-dihydrothiophene-4-carboxylic acid methyl ester in 15 parts by volume of CCl4. The mixture is kept at 0° C. for one hour. The end product is isolated from the reaction mixture by the method described in Example 1c. 1.6 parts (93% of theory) of 3-methoxythiophene-4-carboxylic acid methyl ester of melting point 66°-67° C. are obtained.

Workup

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

Sources & evidence

ORD record
ord-db9805aed5974948901569ad1b4c6561
Source dataset
uspto-grants-1980_12
Patent number
US04242518

Reaction notes

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