Hydrochloric Acid → Methyl 5-methyl-1-benzothiophene-2-carboxylate

HRID 648021Notes

Reaction equation

HRID 648021 reaction equation
Cl.[CH3:2][C:3]1[CH:14]=[CH:13][C:6]2[S:7][C:8]([C:10]([OH:12])=[O:11])=[CH:9][C:5]=2[CH:4]=1.[CH3:15]O>>[CH3:15][O:11][C:10]([C:8]1[S:7][C:6]2[CH:13]=[CH:14][C:3]([CH3:2])=[CH:4][C:5]=2[CH:9]=1)=[O:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6059875-Methyl-1-benzothiophene-2-carboxylic acid

Product 1

HCID 13662971Methyl 5-methyl-1-benzothiophene-2-carboxylate

Procedure

Hydrogen chloride gas was passed into a solution of 5-methylbenzo[b]thiophene-2-carboxylic acid (7.50 g.) in methanol (250 ml.) until the solution was saturated. The solution was heated under reflux for 1 hour and then evaporated. The residue was washed with water and recrystallized from methanol to give 5-methylbenzo[b]thiophene-2-carboxylic acid methyl ester (7.80 g.) m.p. 78°-79°.

Workup

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 1 hour
  3. customevaporated
  4. washThe residue was washed with water
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-2f71cb3c1b7b4f24bdb5bf2d49743ce0
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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