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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285330Generated: November 1, 2026

Dimethylformamide → 1-Bromo-2-methoxy-3-(2-fluorophenyl)naphthalene

https://huagongshe.com/reaction/2285330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-bromobutanimideHCID 67184—
Reactant2-Methoxy-3-(2-fluorophenyl)naphthaleneHCID 67775933—
SolventWaterHCID 962—
Product1-Bromo-2-methoxy-3-(2-fluorophenyl)naphthaleneHCID 6777598295%

Reaction Conditions

Temperature60 °C

Reaction Steps

13.4 g of 2-methoxy-3-(2-fluorophenyl)naphthalene and 100 mL of N,N-dimethylformamide were placed in a flask. Then, 40 mL of a N,N-dimethylformamide solution of 11.3 g of N-bromosuccinimide was added. The reaction solution was stirred at 60° C. for 8 hours. After cooling to room temperature, 500 mL of water was added. Then, an organic substance was extracted with toluene. The toluene solution was sequentially washed with sodium thiosulfate and saturated saline. After drying with magnesium sulfate, the organic phase was concentrated. Residues were purified by silica gel column chromatography, whereby 15.8 g (yield: 95%) of 1-bromo-2-methoxy-3-(2-fluorophenyl)naphthalene was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09147847B2
Source datasetuspto-grants-2015_09
ORD IDord-59b57356ea034fa4811655a42daea66c
Source noteuspto-grants-2015_09