Phytol → Dihydrophytol

HRID 1670381Notes

Reaction equation

HRID 1670381 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.[Rh]>[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 102459DihydrophytolYield 100%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Procedure

Phytol (2.0 g, 6.7 mmol) was dissolved in ethanol, rhodium 5% on alumina was added and mixture was placed under H2 60 psi and shaken overnight. The reaction mixture was filtered and evaporated to give the desired compound as an oil (2.0 g, 100% yield).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-dbd13e15dfff47cc95cf7456a458ecdd
Source dataset
uspto-grants-2011_08
Patent number
US07994143B2

Reaction notes

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