Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41825Generated: October 25, 2026

Menthol → Dichloro((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)phosphine

https://huagongshe.com/reaction/41825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMentholHCID 1254—
ReactantPhosphorus trichlorideHCID 24387—
SolventDichloromethaneHCID 6344—
ProductDichloro((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)phosphineHCID 11054300100%

Reaction Conditions

Temperature-30 °C

Reaction Steps

The phosphorus trichloride (56.0 ml, 87.89 g, 0.640 mol) was added to dichloromethane (anhydrous) under argon gas to obtain a solution. The solution was cooled to −30° C. and (−)-menthol (1R,2S,5R) (10.00 g, 0.0640 mol) was added portion wise over 10 mins. The solution was allowed to warm to ambient temperature and was allowed to stir at ambient temperature for 16 hours. The solvent was removed in vacuo to obtain a colourless oil (16.46 g). The crude product was used directly in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08535655B2
Source datasetuspto-grants-2013_09
ORD IDord-418ec2ccf0174a49964151744e04de0f
Source noteuspto-grants-2013_09