Ethyl trifluoroacetate → N-[2-(3-Bromophenyl)ethyl]-2,2,2-trifluoroacetamide

HRID 2070652Notes

Reaction equation

HRID 2070652 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][CH2:6][NH2:7].[F:11][C:12]([F:19])([F:18])[C:13](OCC)=[O:14]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][CH2:6][NH:7][C:13](=[O:14])[C:12]([F:19])([F:18])[F:11]

Participants

3

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 70217363-Bromophenethylamine

Product 1

HCID 18414326N-[2-(3-Bromophenyl)ethyl]-2,2,2-trifluoroacetamide

Procedure

Condensation of 3-bromophenethylamine with ethyl trifluoroacetate gave N-(3-bromophenethyl)-2,2,2-trifluoroacetamide as a colorless oil. Yield (3.30 g, quant.). 1H NMR (400 MHz, CDCl3) δ 7.40 (ddd, J=7.8, 1.8, 1.0 Hz, 1H), 7.53 (t, J=1.8 Hz, 1H), 7.21 (t, J=7.6 Hz, 1H), 7.10-7.13 (m, 1H), 6.32 (br s, 1H), 3.61 (q, J=6.7 Hz, 2H), 2.87 (t, J=7.2 Hz, 2H).

Sources & evidence

ORD record
ord-8ef8677941e545649cadb85c6bbf5e5a
Source dataset
uspto-grants-2012_10
Patent number
US08299307B2

Reaction notes

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