Reaction #1923155

ord-5e4fcff0a5d64276b691bfcc184f4e6c

Reaction equation

C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O
isopulegol
CC(C)=CCCC(C)CC=O
citronellal
→
C=C(C)C1CCC(C)CC1O
dl-isopulegol
Yield 95.1%

Reactants

C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O
isopulegol
—
d-citronellal
CC(C)=CCCC(C)CC=O
citronellal

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

In Example 15, isopulegol was synthesized in the same manner as in Example 1, except for replacing d-citronellal with 5.00 g of dl-citronellal. As a result, dl-isopulegol was obtained in a yield of 95.1%, and the ratio of dl-isopulegol to other isomers was 99.4/0.6.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06774269B2uspto-grants-2004_08