Citronellal → (-)-Isopulegol

HRID 607340

Reaction equation

HRID 607340 reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][CH:7]([CH2:9][CH:10]=[O:11])[CH3:8])[CH3:3]>C1(C)C=CC=CC=1>[CH3:8][C@H:7]1[CH2:9][C@@H:10]([OH:11])[C@H:4]([C:2]([CH3:3])=[CH2:1])[CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 7794Citronellal

Product 1

HCID 170833(-)-Isopulegol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
-10 °C

Procedure

The reaction solution from 3.1 is diluted with 50 ml toluene and cooled to −10° C. 50 mmol of racemic citronellal are added dropwise to the cold reaction solution over a period of 5 minutes.

Sources & evidence

ORD record
ord-518be7987a484f16960ab123a650a6e2
Source dataset
uspto-grants-2011_03
Patent number
US07915457B2

Linked notes

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