Water → HCID 14084861, compound

HRID 2254949Notes

Reaction equation

HRID 2254949 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10](=[O:15])[C:11]([F:14])([F:13])[F:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].O>C(O)C>[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]([OH:15])[C:11]([F:13])([F:14])[F:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 9815793HCID 9815793, compound

Product 1

HCID 14084861HCID 14084861, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

19.5 g (90 mmol) of said product (14-1) was dissolved in 200 ml of ethanol, and the solution was added with 1.7 g (45 mmol) of sodium borohydride and stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate, and the resultantly formed organic layer was washed with water and brine successively, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 19.1 g of 5-phenyl-1,1,1-trifluoro-2-pentanol (15-1) as a colorless liquid. Yield: 97%.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe resultantly formed organic layer was washed with water and brine successively
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c7c996cacd0b43a3a69610142890c080
Source dataset
uspto-grants-1993_08
Patent number
US05238598

Reaction notes

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