Water → HCID 12926287, compound

HRID 894513Notes

Reaction equation

HRID 894513 reaction equation
[O:1]([CH:8]([NH:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21])[C:9]([Cl:12])([Cl:11])[Cl:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23](Cl)(=[O:31])[O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C.O>CC(C)=O>[O:1]([CH:8]([NH:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][C:23]([O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:31])[C:9]([Cl:10])([Cl:11])[Cl:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 12922489HCID 12922489, compound

Product 1

HCID 12926287HCID 12926287, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

10 g of N-(1'-phenoxy-2',2',2'-trichloroethyl)-2-hydroxybenzamide and 5.2 g of phenyl chlorocarbonate were dissolved in 200 ml of acetone and the solution was kept at a temperature below 10° C. with an ice-water bath. 3.3 g of triethylamine were added dropwise thereto under stirring and the reaction was continued at room temperature for a further period of three hours. The reaction mixture was poured into water and the resulting crystals were recrystallized from methanol to obtain 5.2 g of N-(1'-phenoxy-2',2',2'-trichloroethyl)-2-phenoxycarbonyloxybenzamide as which crystals.

Workup

  1. customthe solution was kept at a temperature below 10° C. with an ice-water bath
  2. customthe resulting crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-f2d01f7c60c3450fa6f909ab2e43d78e
Source dataset
uspto-grants-1981_08
Patent number
US04284628

Reaction notes

Loading…