Sodium Hydroxide → HCID 19848382, compound

HRID 1608099Notes

Reaction equation

HRID 1608099 reaction equation
[C:1]([C:3]1[C:4]([Cl:16])=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[C:6]([Cl:10])=[CH:7][C:8]=1[Cl:9])#[N:2].[OH-:17].[Na+]>O>[C:1]([C:3]1[C:4]([Cl:16])=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[C:6]([Cl:10])=[CH:7][C:8]=1[Cl:9])(=[O:17])[NH2:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19848367HCID 19848367, compound

Product 1

HCID 19848382HCID 19848382, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

16 g of 3-(3-cyano-2,4,6-trichlorophenyl)propionic acid is dissolved in a solution of 5 g of solution of caustic soda in 80 ml of water. The mixture is maintained at 60° C. for 3 hours, filtered over active carbon, and the filtrate is brought to pH 1 under cooling by the addition of concentrated hydrochloric acid under agitation. After several hours of stirring, the precipitate is vacuum-filtered, washed with water, and dried at 50° C. Recrystallization from five times the amount of toluene yields 15.5 g (90% of theory) of 3-(3-carbamoyl-2,4,6-trichlorphenyl)propionic acid as a white powder, mp 196°-198° C.

Workup

  1. filtrationfiltered over active carbon
  2. temperatureunder cooling by the addition of concentrated hydrochloric acid under agitation
  3. filtrationthe precipitate is vacuum-filtered
  4. washwashed with water
  5. customdried at 50° C
  6. customRecrystallization from five times the amount of toluene

Sources & evidence

ORD record
ord-69f3d9beb1e24ba786deba2282fd2414
Source dataset
uspto-grants-1989_09
Patent number
US04869913

Reaction notes

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