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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336589Generated: October 26, 2026

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

https://huagongshe.com/reaction/336589

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 numberUS08889675B2
Source datasetuspto-grants-2014_11
ORD IDord-32df780e4a2c43c38b62dc29c3a6c1f6
Source noteuspto-grants-2014_11