Ethyl trifluoroacetate → HCID 22171566, compound

HRID 1866137Notes

Reaction equation

HRID 1866137 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH2:18])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[F:19][C:20]([F:27])([F:26])[C:21](OCC)=[O:22]>CO.O1CCCC1>[F:19][C:20]([F:27])([F:26])[C:21]([NH:18][CH2:17][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([S:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[CH:11][CH:12]=1)=[O:22]

Participants

5

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 22171407HCID 22171407, compound

Product 1

HCID 22171566HCID 22171566, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2-[4-[(4-methoxyphenyl)thio]phenyl]-ethanamine (6.3 g) in methanol (45 ml) and tetrahydrofuran (10 ml) was added ethyl trifluoroacetate (2.89 ml), and the mixture was stirred at room temperature for 1 hour. The mixture was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=2/1) to give 2,2,2-trifluoro-N-[2-[4-[(4-methoxyphenyl)thio]phenyl]ethyl]acetamide (3.95 g).

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customThe residue was purified by column chromatography on silica gel (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-1cfe08bd2912453db94307980cd76e71
Source dataset
uspto-grants-2009_12
Patent number
US07629366B2

Reaction notes

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