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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7058Generated: October 26, 2026

1,2-Dibromoethane → 4-(2-bromoethoxy)-N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-3-methoxyphenylacetamide

https://huagongshe.com/reaction/7058

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium HydroxideHCID 14797—
ReactantTetrabutylammonium HydroxideHCID 2723671—
ReactantN-[3-(4-tert-Butylcyclohexan-1-yl)phenyl]-4-hydroxy-3-methoxyphenylacetamideHCID 22019581—
Product4-(2-bromoethoxy)-N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-3-methoxyphenylacetamideHCID 22019627—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-4-hydroxy-3-methoxyphenylacetamide (the compound of Example 20) (1.5 g), 1,2-dibromethane (15 ml), 40% aqueous potassium hydroxide solution (5 ml) and 40% aqueous tetrabutylammonium hydroxide solution (0.5 ml) is stirred at 50° C. for 18 hours. The reaction solution is washed with water, and the organic layer is dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084176B2
Source datasetuspto-grants-2006_08
ORD IDord-c9a05f2f40394d91bbdcb528d65562fd
Source noteuspto-grants-2006_08