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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066359Generated: October 26, 2026

Benzyl Bromide → 2-(Benzyloxy)-6-bromonaphthalene

https://huagongshe.com/reaction/1066359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-Bromo-2-naphthalenolHCID 27144—
SolventDimethylformamideHCID 6228—
Product2-(Benzyloxy)-6-bromonaphthaleneHCID 640595—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 6-bromo-2-naphthol (1.99 g, 8.9 mmol) and benzyl bromide (1.2 ml, 1.1 equiv.) in DMF (18 ml) at 0° C. was added a suspension of NaH 80% in oil (324 mg, 1.2 equiv.) and the mixture was stirred at 0° C. for an hour and at r.t. for another hour. After addition of half saturated NH4Cl, the product was extracted in i-PrOAc, washed with 1N HCl, dried over Na2SO4 and concentrated to yield 2.84 g of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06242493B1
Source datasetuspto-grants-2001_06
ORD IDord-8440327b7f904063ac5b2fe7745c7f5a
Source noteuspto-grants-2001_06