Hydrochloric Acid → 2-Methylbenzo[b]thiophene-5-carboxylic acid methyl ester

HRID 280593Notes

Reaction equation

HRID 280593 reaction equation
[CH3:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:4]=2[CH:3]=1.Cl.[CH3:15]O>>[CH3:15][O:12][C:11]([C:9]1[CH:8]=[CH:7][C:5]2[S:6][C:2]([CH3:1])=[CH:3][C:4]=2[CH:10]=1)=[O:13]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1366303686792-71-4

Product 1

HCID 136630372-Methylbenzo[b]thiophene-5-carboxylic acid methyl ester

Procedure

A solution of 2-methylbenzo[b]thiophene-5-carboxylic acid (17.4 g) in methanol (250 ml) was saturated with hydrogen chloride and then heated under reflux for 30 minutes. The solid which crystallised out on cooling was filtered off and dried to give 2-methylbenzo[b]thiophene-5-carboxylic acid methyl ester (16.7 g), m.p. 97°-98°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 30 minutes
  3. customThe solid which crystallised out
  4. temperatureon cooling
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-60f6a7c3f90f486e81a98c3f04d62b26
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

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