Azobisisobutyronitrile → S(-)-1-(PENTAFLUOROPHENYL)ETHANOL

HRID 2249010Notes

Reaction equation

HRID 2249010 reaction equation
Cl[CH2:2][C@@H:3]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:6]=1[F:15])[OH:4].CC(N=NC(C#N)(C)C)(C#N)C>>[F:11][C:10]1[C:5]([C@@H:3]([OH:4])[CH3:2])=[C:6]([F:15])[C:7]([F:14])=[C:8]([F:13])[C:9]=1[F:12]

Participants

3

Reactant 2

HCID 6547AzobisisobutyronitrileHCID 54517612HCID 54517612, compound

Product 1

HCID 6993305S(-)-1-(PENTAFLUOROPHENYL)ETHANOLYield 14.1%

Conditions

Temperature
60 °C

Procedure

To this was added 2.47 g of (R)-(-)-2-chloro-1-(pentafluorophenyl)ethanol obtained in the method of Example 8, and was stirred for one hour at 60° C. to allow reaction to take place. After addition of 20 mg of AIBN, the reaction mixture was further stirred for three hours at 60° C. The subsequent distillation under reduced pressure gave 0.30 g of (S)-(-)-1-(pentafluorophenyl)ethanol.

Workup

  1. customobtained in the method of Example 8
  2. customreaction
  3. stirringthe reaction mixture was further stirred for three hours at 60° C
  4. distillationThe subsequent distillation under reduced pressure

Sources & evidence

ORD record
ord-42245dd179794d4cacfc87502d7ab48f
Source dataset
uspto-grants-1991_08
Patent number
US05041641

Reaction notes

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