Ammonium → 4,4,4-Trifluoro-3-hydroxybutanamide

HRID 1500891Notes

Reaction equation

HRID 1500891 reaction equation
[F:1][C:2]([F:12])([F:11])[CH:3]([OH:10])[CH2:4][C:5](OCC)=[O:6].[NH4+:13]>CO>[F:1][C:2]([F:12])([F:11])[CH:3]([OH:10])[CH2:4][C:5]([NH2:13])=[O:6]

Participants

4

Reactant 2

HCID 223AmmoniumHCID 136210Ethyl 4,4,4-trifluoro-3-hydroxybutanoate

Product 1

HCID 450756504,4,4-Trifluoro-3-hydroxybutanamideYield 87.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 4,4,4-trifluoro-3-hydroxybutanoate (3.0 g, 16.1 mmol) in MeOH (8 mL) was stirred with aqueous ammonium (16 mL) at room temperature overnight. The mixture was concentrated to afford 4,4,4-trifluoro-3-hydroxybutanamide (2.19 g, yield: 87.6%).

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-4395146190b04bbdafff1a3588795775
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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