Water → n-[3-Chloro-4-(2-oxo-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide

HRID 898520Notes

Reaction equation

O.C(O)(C(F)(F)F)=O.[Cl:9][C:10]1[CH:11]=[C:12]([NH:25][C:26](=[O:40])[CH2:27][O:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][C:30]=2[Cl:39])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH:18](OCC)[O:19]CC.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[Cl:9][C:10]1[CH:11]=[C:12]([NH:25][C:26](=[O:40])[CH2:27][O:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:37])([F:38])[F:36])=[CH:31][C:30]=2[Cl:39])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH:18]=[O:19]

Participants

Conditions

Temperature: 0 °C

Procedure

40 mL water and 130 mL TFA was added to a solution of 11.40 g (0.023 mol) of N-[3-chloro-4-(2,2-diethoxy-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide in 130 mL chloroform at 0° C. and the mixture was stirred for 3.5 hours at 0° C. and for 48 hours at RT. The reaction mixture was neutralised with sat. aqueous sodium carbonate solution and exhaustively extracted with dichloromethane. The combined org. extracts were washed with water, dried over magnesium sulphate and evaporated down i. vac.

Workup

extractionexhaustively extracted with dichloromethane
washextracts were washed with water
dry with materialdried over magnesium sulphate
customevaporated down i

Sources & evidence

ORD record: ord-5f3b52a4019b4eaaad9633ed043741d8
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07351719B2

Reaction notes

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