Ethanol → HCID 54272974, compound

HRID 1583363Notes

Reaction equation

HRID 1583363 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-4843a1c6f8eb4b99a3a208ceab57183d
Source dataset
uspto-grants-1985_11
Patent number
US04551468

Reaction notes

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