Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588666Generated: October 26, 2026

Hexamethylphosphoramide → 1-(3-Bromo-2-methylphenoxy)tricyclo[3.3.1.13,7]decane

https://huagongshe.com/reaction/588666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylphosphoramideHCID 12679—
Reactant1-BromoadamantaneHCID 79106—
Reactant3-Bromo-2-methylphenolHCID 11171430—
SolventDiethyl EtherHCID 3283—
Product1-(3-Bromo-2-methylphenoxy)tricyclo[3.3.1.13,7]decaneHCID 86681263—

Reaction Conditions

Temperature250 °C

Reaction Steps

3-Bromo-2-methylphenol (1000 mg) and 1-bromoadamantane (2013 mg) were added to hexamethylphosphoramide (8 mL) and the mixture was heated in a microwave reactor (Biotage) at 250° C. for 35 minutes. The solution was taken up in diethyl ether, washed with water two times, washed with brine, dried on anhydrous sodium sulfate, filtered, and concentrated. The crude material was purified by flash column chromatography on silica gel using 2% ethyl acetate (hexanes) increasing to 5% ethyl acetate (hexanes) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227963B2
Source datasetuspto-grants-2016_01
ORD IDord-db2c60b7b0b6461f9a5163dca4f7fa90
Source noteuspto-grants-2016_01