Tetrahydrofuran → 4-Amino-1,1,1-trifluoro-2-methyl-2-butanol

HRID 2242391Notes

Reaction equation

HRID 2242391 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[F:12][C:13]([F:22])([F:21])[C:14]([OH:20])([CH3:19])[CH2:15][C:16]([NH2:18])=O>>[NH2:18][CH2:16][CH2:15][C:14]([CH3:19])([OH:20])[C:13]([F:22])([F:21])[F:12]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 19347508HCID 19347508, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 790064734-Amino-1,1,1-trifluoro-2-methyl-2-butanolYield 81%

Procedure

A 1.0M solution of lithium aluminium hydride in tetrahydrofuran (30 ml, 30.0 mmol) was added dropwise to a solution of 4,4,4,-trifluoro-3-hydroxy-3-methyl butyramide (1.77 g, 10 mmol). The reaction was stirred at room temperature for 20 h, then quenched with water (1.2 ml), then 4M aqueous sodium hydroxide (1.2 ml), then water (3.6 ml). The inorganic salts were filtered off and the filtrate evaporated to dryness to yield 4-amino-1,1,1-trifluoro-2-methylbutan-2-ol (1.27 g, 81%) as a yellow solid.

Workup

  1. customquenched with water (1.2 ml)
  2. filtrationThe inorganic salts were filtered off
  3. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-0ce0c2b5b6994051960131f4d74d0e48
Source dataset
uspto-grants-2010_03
Patent number
US07671080B2

Reaction notes

Loading…