Water → HCID 59691596, compound

HRID 898521Notes

Reaction equation

HRID 898521 reaction equation
C(O)(C(F)(F)F)=O.O.[Cl:9][C:10]1[CH:11]=[C:12]([NH:25][C:26](=[O:37])[CH2:27][O:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:30]=2[Cl:36])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH:18](OCC)[O:19]CC.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[Cl:9][C:10]1[CH:11]=[C:12]([NH:25][C:26](=[O:37])[CH2:27][O:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:30]=2[Cl:36])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH:18]=[O:19]

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 68875238HCID 68875238, compound

Product 1

HCID 59691596HCID 59691596, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C. 2 mL TFA and 0.15 mL water was added to a solution of 50 mg (0.011 mmol) of N-[3-chloro-4-(2,2-diethoxy-ethoxy)-phenyl]-2-(2,4-dichloro-phenoxy)-acetamide in 2 mL dichloromethane and the mixture was stirred for 3.5 hours. 200 ml of 2 M aqueous sodium carbonate solution was added and exhaustively extracted with dichloromethane. The combined org. extracts were dried over magnesium sulphate, evaporated down i. vac. and the residue was purified by column chromatography (silica gel, EtOAc/hexane 1:1).

Workup

  1. customAt 0° C
  2. extractionexhaustively extracted with dichloromethane
  3. dry with materialextracts were dried over magnesium sulphate
  4. customevaporated down i
  5. customand the residue was purified by column chromatography (silica gel, EtOAc/hexane 1:1)

Sources & evidence

ORD record
ord-8fa96ca932b24159b68773613f37fc09
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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