Hydrochloric Acid → HCID 13662973, compound

HRID 1583358Notes

Reaction equation

HRID 1583358 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-9f1ad587e5ad4413bd7b24d0d291beb4
Source dataset
uspto-grants-1985_11
Patent number
US04551468

Reaction notes

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