Hydrochloric Acid → HCID 13662973, compound

HRID 648037Notes

Reaction equation

HRID 648037 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([CH3:11])=[C:9]([C:12]([OH:14])=[O:13])[S:8][C:7]=2[CH:15]=1.Cl.[CH3:17]O>>[CH3:17][O:13][C:12]([C:9]1[S:8][C:7]2[CH:15]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[C:10]=1[CH3:11])=[O:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 13662996HCID 13662996, compound

Product 1

HCID 13662973HCID 13662973, compound

Procedure

A solution of 6-methoxy-3-methylbenzo[b]thiophene-2-carboxylic acid (7.50 g.) in methanol (400 ml.) was saturated with hydrogen chloride gas and the solution was heated under reflux for 2 hours and then evaporated. The residue was dissolved in ethyl acetate and the solution was washed successively with water, sodium bicarbonate solution, water and dried (Na2SO4). Evaporation of the solvent gave a solid which was crystallized from methanol to give 6-methoxy-3-methylbenzo[b]thiophene-2-carboxylic acid methyl ester (5.59 g.), m.p. 118°-120° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washthe solution was washed successively with water, sodium bicarbonate solution, water
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the solvent
  8. customgave a solid which
  9. customwas crystallized from methanol

Sources & evidence

ORD record
ord-ee153467b9d44d6a85f3f9f15b4f5e7e
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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