Acetic Anhydride → 3-Hydroxyacetanilide

HRID 1111507Notes

Reaction equation

HRID 1111507 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1>O>[C:1]([NH:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 115683-Aminophenol

Product 1

HCID 121243-HydroxyacetanilideYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic anhydride (22.5 g; 220 mmol) was slowly added to a suspension of 24.0 g (220 mmol) of m-aminophenol in 60 g of crushed ice and 60 ml of cold water. The reaction mixture was vigorously stirred for 30 minutes. The white precititate was filtered, washed with cold water, and air-dried to give 30.5 g (92% yield) of pure 3-acetamidophenol.

Workup

  1. filtrationThe white precititate was filtered
  2. washwashed with cold water
  3. customair-dried

Sources & evidence

ORD record
ord-06d30897b43445c78ceb2484a88d86dc
Source dataset
uspto-grants-1990_12
Patent number
US04980505

Reaction notes

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