Water → 2-Amino-4,4,4-trifluorobutan-1-ol

HRID 1664833Notes

Reaction equation

HRID 1664833 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].C([O:10][C:11](=O)[CH:12]([NH3+:18])[CH2:13][C:14]([F:17])([F:16])[F:15])C.O.[OH-].[Na+]>CCOCC>[NH2:18][CH:12]([CH2:13][C:14]([F:17])([F:16])[F:15])[CH2:11][OH:10]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 866201253834-43-3

Product 1

HCID 534164332-Amino-4,4,4-trifluorobutan-1-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Lithium aluminum hydride (1 M in ether; 2.32 mL, 2.32 mmol) was added to 1-ethoxy-4,4,4-trifluoro-1-oxobutan-2-aminium chloride (205 mg, 0.928 mmol) in ether (15 mL). After 1.5 h, the mixture was treated sequentially with water (0.085 mL), 15% sodium hydroxide (0.085 mL), water (0.255 mL), then filtered through celite and concentrated to give the title compound. MS 144.0 (M+1).

Workup

  1. filtrationfiltered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-bc4dbc9ea8bd4f10aee568b2a004e6a6
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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