Ethanol → HCID 54272974, compound

HRID 648042Notes

Reaction equation

HRID 648042 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:5]2[S:6][C:7]([C:10]([OH:12])=[O:11])=[C:8]([CH3:9])[C:4]=2[CH:3]=1.S(=O)(=O)(O)O.[CH2:20](O)[CH3:21]>>[CH2:20]([O:11][C:10]([C:7]1[S:6][C:5]2[CH:13]=[CH:14][C:2]([Br:1])=[CH:3][C:4]=2[C:8]=1[CH3:9])=[O:12])[CH3:21]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 202609195-Bromo-3-methyl-1-benzothiophene-2-carboxylic acid

Product 1

HCID 54272974HCID 54272974, compound

Procedure

A mixture of 5-bromo-3-methylbenzo[b]thiophene-2-carboxylic acid (5.80 g.), ethanol (500 ml.) and concentrated sulphuric acid (2 ml.) was heated under reflux for 48 hours, and then evaporated. Dilute aqueous ammonia solution was added and the solid was filtered off, washed well with water and dried to give 5-bromo-3-methylbenzo[b]thiophene-2-carboxylic acid ethyl ester (5.70 g.), m.p. 87°-88° C., raised to 88°-89° on crystallization from petrol (b.p. 80°-100°).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. customevaporated
  4. additionDilute aqueous ammonia solution was added
  5. filtrationthe solid was filtered off
  6. washwashed well with water
  7. customdried

Sources & evidence

ORD record
ord-f83efb2b529e4de8aba4b929b9f2e684
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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