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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869699Generated: October 31, 2026

Toluene → HCID 23031435, compound

https://huagongshe.com/reaction/1869699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-BromophenolHCID 11563—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 10845876HCID 10845876—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23031435HCID 2303143594%

Reaction Steps

To a solution of 3-bromophenol (15.0 g, 86.7 mmol), 2-cyclohexylethylphenol (12.0 ml, 86.7 mmol) and triphenylphosphine (23.0 g, 86.7 mmol) in tetrahydrofuran (200 ml) was added slowly a 40% solution of diethyl azodicarboxylate in toluene (38.0 ml, 86.7 mmol) in portions at 0° C. with stirring, and then the resulting mixture was stirred at room temperature for 7 hours. After stirring, the reaction mixture was evaporated in vacuo, and hexane was added to the residue. After filtration, the filtrate was evaporated in vacuo once again, and the residue was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:100) as the eluent to afford 1-bromo-3-(2-cyclohexylethoxy)benzene (23.0 g, yield: 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638551B2
Source datasetuspto-grants-2009_12
ORD IDord-00aaf8b30d4a4ca284e0aaf46893c12c
Source noteuspto-grants-2009_12