Hexane → 1-Phenylethanol, (R)-

HRID 1939750Notes

Reaction equation

HRID 1939750 reaction equation
[CH2:1]([OH:15])[CH2:2]CCCCCCCCCCCC.[CH3:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[C:18]1([C@H:1]([OH:15])[CH3:2])[CH:17]=[CH:16][CH:21]=[CH:20][CH:19]=1

Participants

3

Conditions

Temperature
50 °C

Procedure

To the distillation residue were added 270 g of n-tetradecanol, 450 ml of hexane, and 10 g of Lipase OF. After regulating the particle size of the lipase by ultrasonication in the same manner as above, the mixture was stirred at 50° C. and 350 rpm for 72 hours to carry out interesterification. Hexane was evaporated under reduced pressure from the reaction mixture, and the residue was subjected to simple distillation at 90° C. and 3 mmHg to give highly pure (R)-(+)-1-phenylethanol in a free form (yield: 87%; chemical purity: 100%; optical purity: 100% ee).

Workup

  1. customby ultrasonication in the same manner as above, the mixture
  2. customHexane was evaporated under reduced pressure from the reaction mixture
  3. distillationthe residue was subjected to simple distillation at 90° C.

Sources & evidence

ORD record
ord-304fe2d187d94e39aeecf8bd056bbabe
Source dataset
uspto-grants-1997_12
Patent number
US05696299

Reaction notes

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