Reaction #502059

ord-11d94e99141441139220eea2e5013c4c

Reaction equation

C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C
phytol
[H][H]
hydrogen
→
CC(C)CCCC(C)CCCC(C)CCCC(C)CCO
phytanol

Reactants

C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C
phytol
[H][H]
hydrogen

Reagents

[Ni]
Raney nickel

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Hydrogenation of phytol can also be accomplished using Raney nickel and hydrogen to yield phytanol as referenced in Bendavid, A., Burns, C. J., Leslie, D. F., Hashimoto, K., Ridley, D. D., Sandanayake, S., and Wieczorek L., J. Org. Chem. (2001), 66, 3709-3716; Kim, T., Chan, K. C, and Crooks, R. M., J. Am. Chem. Soc. (1997) 119, 189; and Jellum, E., Eldjarn, L., and Try, K., Acta Chem. Scand. (1966), 20, 2335.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08088395B2uspto-grants-2012_01