Ethyl trifluoroacetate → N-(4-Hydroxybutyl)trifluoroacetamide

HRID 1478982Notes

Reaction equation

HRID 1478982 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].C([O:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])C>C(O)C>[F:12][C:11]([F:14])([F:13])[C:10]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6])=[O:9]

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 258684-Amino-1-butanol

Product 1

HCID 3586224N-(4-Hydroxybutyl)trifluoroacetamideYield 104.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution (100 ml) of 4-aminobutanol (2.50 g, 28.05 mmol) and trifluoroacetic acid ethyl ester (19.92 g, 140.26 mmol) in ethanol was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure to give 4-trifluoroacetamidobutanol (11) (5.44 g, q.) as a colorless syrup.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-379d547febd8476ca601119fa0fcb783
Source dataset
uspto-grants-2016_08
Patent number
US09404108B2

Reaction notes

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