Sodium Hydroxide → HCID 19848366, compound

HRID 1608109Notes

Reaction equation

HRID 1608109 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][O:5][C:6]1[C:11]([Cl:12])=[CH:10][C:9]([Cl:13])=[C:8]([C:14]#[N:15])[C:7]=1[Cl:16].[OH-:18].[Na+]>O>[C:14]([C:8]1[C:7]([Cl:16])=[C:6]([C:11]([Cl:12])=[CH:10][C:9]=1[Cl:13])[O:5][CH2:4][C:3]([OH:2])=[O:17])(=[O:18])[NH2:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54416269HCID 54416269, compound

Product 1

HCID 19848366HCID 19848366, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

29.4 g (0.1 mol) of 3-cyano-2,4,6-trichlorophenoxyacetic acid methyl ester are suspended in 300 ml of water. After addition of 35 ml of concentrated sodium hydroxide, the reaction mixture is heated at 60° C. until a clear solution is obtained. After filtration over active carbon, the solution is cooled and brought to pH 2 by dropwise addition of 50% concentrated hydrochloric acid. The mixture is stirred for 2 hours in an ice bath, after which the resultant precipitate is vacuum-filtered, washed with water and dried t 50° C., thus producing 25.4 g (85% of theory) of 3-carbamoyl-2,4,6-trichlorophenoxyacetic acid as a white powder, mp 261°-262° C.

Workup

  1. customis obtained
  2. filtrationAfter filtration over active carbon
  3. temperaturethe solution is cooled
  4. additionbrought to pH 2 by dropwise addition of 50% concentrated hydrochloric acid
  5. filtrationafter which the resultant precipitate is vacuum-filtered
  6. washwashed with water
  7. customdried t 50° C.

Sources & evidence

ORD record
ord-cab30d8b92254d0490e49d143db8026d
Source dataset
uspto-grants-1989_09
Patent number
US04869913

Reaction notes

Loading…