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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646160Generated: October 30, 2026

Dimethylformamide → 1-Bromo-4-(cyclopentyloxy)benzene

https://huagongshe.com/reaction/646160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-BromophenolHCID 7808—
ReactantBromocyclopentaneHCID 8728—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
Product1-Bromo-4-(cyclopentyloxy)benzeneHCID 2259995894%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromophenol (40 g, 231 mmol), cyclopentylbromide (50 ml, 462 mmol), NaOH (18.5 g, 462 mmol) and DMF (150 mL) was stirred at 100° C. for 13.5 h, poured into water (300 mL) and extracted with t-BuOMe (4×100 mL). The combined organic extracts were washed with water (2×100 mL), brine, dried (Na2SO4), concentrated and distilled in vacuo to yield the sub-title compound (46.4 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705023B2
Source datasetuspto-grants-2010_04
ORD IDord-086d9978a4d5402bab39e3320b0c5362
Source noteuspto-grants-2010_04