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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479229Generated: October 26, 2026

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

https://huagongshe.com/reaction/1479229

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 numberUS09408919B2
Source datasetuspto-grants-2016_08
ORD IDord-dcbbc9df85044f0780fd04a05ab58c03
Source noteuspto-grants-2016_08