Hydrochloric Acid → HCID 54127717, compound

HRID 280589Notes

Reaction equation

HRID 280589 reaction equation
[CH3:1][C:2]1[C:3]2[CH:10]=[CH:9][C:8]([C:11]([OH:13])=[O:12])=[CH:7][C:4]=2[S:5][CH:6]=1.Cl.[CH3:15]O>>[CH3:15][O:12][C:11]([C:8]1[CH:9]=[CH:10][C:3]2[C:2]([CH3:1])=[CH:6][S:5][C:4]=2[CH:7]=1)=[O:13]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1354011018781-38-9

Product 1

HCID 54127717HCID 54127717, compound

Procedure

A solution of 3-methylbenzo[b]thiophene-6-carboxylic acid (3.65 g) in methanol (100 ml) was saturated with hydrogen chloride gas and the solution was heated under reflux for 4 hours, and then evaporated. The residue was dissolved in ether and the solution was washed with water, sodium bicarbonate solution and dried (Na2SO4). Evaporation of the solvent gave 3-methylbenzo[b]thiophene-6-carboxylic acid methyl ester (3.70 g) pure enough for further reaction. A sample crystallized from petrol (b.p. 40°-60°) had m.p. 46°-47° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 4 hours
  3. customevaporated
  4. dissolutionThe residue was dissolved in ether
  5. washthe solution was washed with water, sodium bicarbonate solution
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-20f16584a93b45ae8ab6dd50531f686d
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

Loading…