Sodium Hydroxide → HCID 19848375, compound

HRID 1608105Notes

Reaction equation

HRID 1608105 reaction equation
C([O:3][C:4](=[O:21])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[C:14]([Br:15])=[CH:13][C:12]([Br:16])=[C:11]([C:17](=[O:19])[NH2:18])[C:10]=1[Br:20])C.[OH-].[Na+]>O>[C:17]([C:11]1[C:10]([Br:20])=[C:9]([C:14]([Br:15])=[CH:13][C:12]=1[Br:16])[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:21])=[O:3])(=[O:19])[NH2:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53937317HCID 53937317, compound

Product 1

HCID 19848375HCID 19848375, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

18 g (36.9mmol) of 4-(3-carbamoyl-2,4,6-tribromophenoxy)butyric acid ethyl ester is suspended in 180 ml of water and, after adding 10 ml of concentrated sodium hydroxide solution, saponified at 60° C. within three hours. The solution is filtered over active carbon and brought to pH 1 by the dropwise addition of concentrated hydrochloric acid. After several hours of agitation in an ice bath, the resultant precipitate is vacuum-filtered, washed with water, and dried at 60° C. Yield: 15 g (88% of theory) of 4-(3-carbamoyl-2,4,6-tribromophenoxy)butyric acid as a white powder, mp 193°-194° C.

Workup

  1. filtrationThe solution is filtered over active carbon
  2. additionbrought to pH 1 by the dropwise addition of concentrated hydrochloric acid
  3. waitAfter several hours of agitation in an ice bath
  4. filtrationthe resultant precipitate is vacuum-filtered
  5. washwashed with water
  6. customdried at 60° C

Sources & evidence

ORD record
ord-84aa38d362fc48aa9e1010f6263ffcc0
Source dataset
uspto-grants-1989_09
Patent number
US04869913

Reaction notes

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