Sodium Hydroxide → HCID 19848352, compound

HRID 1608104Notes

Reaction equation

HRID 1608104 reaction equation
C[O:2][C:3](=[O:18])[CH2:4][O:5][C:6]1[C:11]([Br:12])=[CH:10][C:9]([Br:13])=[C:8]([C:14](=[O:16])[NH2:15])[C:7]=1[Br:17].[OH-].[Na+]>O>[C:14]([C:8]1[C:7]([Br:17])=[C:6]([C:11]([Br:12])=[CH:10][C:9]=1[Br:13])[O:5][CH2:4][C:3]([OH:18])=[O:2])(=[O:16])[NH2:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54510282HCID 54510282, compound2×

Product 1

HCID 19848352HCID 19848352, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

30 g (67 mmol) of 3-carbamoyl-2,4,6-tribromophenoxyacetic acid methyl ester is suspended in 300 ml of water, the suspension if heated to 60° C., and the ester is saponified by the dropwise addition of 25 ml of concentrated sodium hydroxide solution. The solution is filtered over active carbon and brought to pH 1 by adding concentrated hydrochloric acid dropwise under ice bath cooling. After several hours of agitation, the thus-formed sediment if vacuum-filtered, washed with water, and dried at 60° C. Yield: 28 g (97% of theory) of 3-carbamoyl-2,4,6-tribromophenoxyacetic acid as a white powder, mp 271°-272° C. (decomposition).

Workup

  1. filtrationThe solution is filtered over active carbon
  2. additionby adding concentrated hydrochloric acid dropwise under ice bath
  3. temperaturecooling
  4. waitAfter several hours of agitation
  5. filtrationthe thus-formed sediment if vacuum-filtered
  6. washwashed with water
  7. customdried at 60° C

Sources & evidence

ORD record
ord-c965d0bf6a0647d6b34b1900066abab2
Source dataset
uspto-grants-1989_09
Patent number
US04869913

Reaction notes

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