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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381877Generated: October 25, 2026

2,6-Di-tert-butyl-4-(chloromethyl)phenol → (3,5-Di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl ester

https://huagongshe.com/reaction/2381877

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Di-tert-butyl-4-(chloromethyl)phenolHCID 12378601—
ReactantDimethylcyclohexylphosphoniteHCID 21678155—
SolventTolueneHCID 1140—
Product(3,5-Di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl esterHCID 5790909751.2%

Reaction Steps

A mixture of 10.47 grams (59 mmol) of dimethylcyclohexylphosphonite with 15.14 grams (59 mmol) of 3,5-di-tert-butyl-4-hydroxybenzyl chloride (CAS REG #955-01-1) in 45 mL of toluene is refluxed for 2 hours and is cooled. The resultant precipitated crystals are collected by filtration, washed with toluene, then hexane and are dried under vacuum to obtain 11.5 grams (51% yield) of (3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl ester as a white solid mp 149-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258253B2
Source datasetuspto-grants-2012_09
ORD IDord-e3fede5e73f3400d87a6a59cfb9134ba
Source noteuspto-grants-2012_09