Water → HCID 19738686, compound

HRID 2254950Notes

Reaction equation

HRID 2254950 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]([OH:15])[C:11]([F:14])([F:13])[F:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16](Cl)(=[O:18])[CH3:17].O>N1C=CC=CC=1>[C:16]([O:15][CH:10]([CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:11]([F:13])([F:14])[F:12])(=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 14084861HCID 14084861, compound

Product 1

HCID 19738686HCID 19738686, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

18.5 g (85 mmol) of the above product (15-1) was dissolved in 100 ml of pyridine, then added with 7.1 g (90 mmol) of acetyl chloride at 0°-5° C. and stirred at the same temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The resulting organic layer was washed with 10% hydrochloric acid, water, a 5% sodium bicarbonate solution and brine successively in that order, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 21.7 g of 2-acetoxy-5-phenyl-1,1,1-trifluoropentane (16-1) as a pale yellow liquid. Yield: 98%.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe resulting organic layer was washed with 10% hydrochloric acid, water
  3. dry with materiala 5% sodium bicarbonate solution and brine successively in that order, then dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2b11ba57b15344d983909c43061470eb
Source dataset
uspto-grants-1993_08
Patent number
US05238598

Reaction notes

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