Ethanol → Ethyl 5,6-dimethoxybenzo[b]thiophene-2-carboxylate

HRID 1651636Notes

Reaction equation

HRID 1651636 reaction equation
[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[CH:13][C:6]2[S:7][C:8]([C:10]([OH:12])=[O:11])=[CH:9][C:5]=2[CH:4]=1.[CH2:17](O)[CH3:18]>>[CH2:17]([O:11][C:10]([C:8]1[S:7][C:6]2[CH:13]=[C:14]([O:15][CH3:16])[C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH:9]=1)=[O:12])[CH3:18]

Participants

3

Reactant 2

HCID 702EthanolHCID 2686205,6-dimethoxy-1-benzothiophene-2-carboxylic acid

Product 1

HCID 45104330Ethyl 5,6-dimethoxybenzo[b]thiophene-2-carboxylate

Procedure

5,6-Dimethoxy-benzo[b]thiophene-2-carboxylic acid (10 g) was suspended in ethanol (80 ml) and the mixture was stirred and heated at reflux for 5 hours. The resultant solution was evaporated to dryness and then crystallised from dichloromethane:methanol to give 5,6-dimethoxy-benzo[b]thiophene-2-carboxylic acid ethyl ester as a white solid (9.5 g), m.p. 84°-85° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. customThe resultant solution was evaporated to dryness
  4. customcrystallised from dichloromethane

Sources & evidence

ORD record
ord-de3effe7f87941fa9b4edd4f328b951f
Source dataset
uspto-grants-1990_05
Patent number
US04929636

Reaction notes

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