Reaction #1600740

ord-6a2790c2fc0f43289c1028732507553b

Reaction equation

C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O
1-isopulegol
→
CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
1-menthol

Reactants

C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O
1-isopulegol

Reagents

[Ni]
Raney nickel

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas carried out at 70° C. under a hydrogen
  2. 2
    Filtrationfiltration and distillation of the reaction solution

Procedure

By adding 0.45 g of Raney nickel to 283.8 g of the thus obtained 1-isopulegol, 10 hours of hydrogenation was carried out at 70° C. under a hydrogen pressure of 2.5 MPa. By carrying out filtration and distillation of the reaction solution, 273.5 g (1.75 mol, 71.24% e.e.) of 1-menthol was obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08217204B2uspto-grants-2012_07