Water → HCID 15450533, compound

HRID 2287449Notes

Reaction equation

HRID 2287449 reaction equation
[OH:1][C:2]1[CH:13]=[CH:12][C:5]2[S:6][CH:7]=[C:8]([C:9]([OH:11])=[O:10])[C:4]=2[CH:3]=1.O.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[C:15]([O:1][C:2]1[CH:13]=[CH:12][C:5]2[S:6][CH:7]=[C:8]([C:9]([OH:11])=[O:10])[C:4]=2[CH:3]=1)(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 114128975-Hydroxybenzo[b]thiophene-3-carboxylic acid

Product 1

HCID 15450533HCID 15450533, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1,140 mg of the above obtained 5-hydroxybenzo[b]thiophene-3-carboxylic acid (1) in 2 ml of acetic anhydride and 4 ml of pyridine was allowed to stand for 3 hours. After addition of water, the mixture was stirred for 1.5 hours under ice-cooling, and the precipitated crystals were filtered, washed with water, and dried to give 1,349 mg of 5-acetoxybenzo[b]thiophene-3-carboxylic acid (4). Yield 97.3%. mp 239-240° C.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystals were filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-3693d55ebab3401b8e99dbfa5bc3c7dc
Source dataset
uspto-grants-2000_07
Patent number
US06083974

Reaction notes

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