Sodium Hydroxide → Amfenac

HRID 1704328Notes

Reaction equation

HRID 1704328 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][C:15](=[O:18])[CH2:14]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:19].[Na+]>>[NH2:16][C:17]1[C:9]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=[CH:12][C:13]=1[CH2:14][C:15]([OH:18])=[O:19]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 1709837-Benzoyl-2-oxindole

Product 1

HCID 2136Amfenac

Procedure

A mixture of 1.0 g. (0.004 mole) of 7-benzoylindolin-2-one was added to 30 ml. of 3N sodium hydroxide and the basic solution was refluxed for 45 minutes under nitrogen. The mixture was filtered and the filtrate was neutralized with glacial acetic acid. The precipitate was filtered off, washed with water and dried. The material melted at 122° C. (dec.). The yield was 0.8 g. (72%).

Workup

  1. additionA mixture of 1.0 g
  2. filtrationThe mixture was filtered
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b970896d10144ecdaddc5b01aaaf6153
Source dataset
uspto-grants-1978_11
Patent number
US04126635

Reaction notes

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