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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470732Generated: October 30, 2026

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

https://huagongshe.com/reaction/470732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67775933HCID 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 numberUS08629430B2
Source datasetuspto-grants-2014_01
ORD IDord-53b1aa50a05c4245af3cb2ebd6352ee5
Source noteuspto-grants-2014_01