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

HRID 2413230Notes

Reaction equation

HRID 2413230 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-e8fbe33ed8f14e1f95604c716e3bde80
Source dataset
uspto-grants-1985_01
Patent number
US04496572

Reaction notes

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