Phytol → Dihydrophytol

HRID 1279133Notes

Reaction equation

HRID 1279133 reaction equation
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([CH2:9][CH2:10][CH2:11][C@H:12]([CH2:14][CH2:15][CH2:16]/[C:17](=[CH:19]/[CH2:20][OH:21])/[CH3:18])[CH3:13])[CH3:8])[CH3:3]>C(O)C.[Ni]>[CH2:20]([OH:21])[CH2:19][CH:17]([CH2:16][CH2:15][CH2:14][CH:12]([CH2:11][CH2:10][CH2:9][CH:7]([CH2:6][CH2:5][CH2:4][CH:2]([CH3:3])[CH3:1])[CH3:8])[CH3:13])[CH3:18]

Participants

4

Reactant 1

HCID 5280435Phytol

Product 1

HCID 102459Dihydrophytol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Phytol (5.0 g, 16.7 mmol) was stirred in ethanol (50 mL) in the presence of Raney nickel (1.0 g, 50% slurry in water) overnight under H2 atmosphere. The catalyst was filtered off and the solvent evaporated to give a clear oil. Yield: 4.9 g (97%)

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated
  3. customto give a clear oil

Sources & evidence

ORD record
ord-bb96f606cf8d439a9ce4a1a44d001ba2
Source dataset
uspto-grants-2002_09
Patent number
US06447656B1

Reaction notes

Loading…