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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268799Generated: November 3, 2026

Dimethyl Sulfide → 2-Benzyloxybenzylbromide

https://huagongshe.com/reaction/2268799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantBenzenemethanol, 2-(phenylmethoxy)-HCID 18811—
ReactantN-bromobutanimideHCID 67184—
SolventDichloromethaneHCID 6344—
Product2-BenzyloxybenzylbromideHCID 1514252—

Reaction Steps

A solution of N-Bromosuccinimide (1.84 g, 10.36 mmol) in 50 mL of CH2Cl2 was cooled in a wet ice/acetone bath. Dimethyl sulfide (0.91 mL, 12.44 mmol) was added and the reaction stirred for 10 minutes. The product from Step L (1.48 g, 6.91 mmol) in 25 mL of CH2Cl2 was added and the reaction was stirred at 0° C. for 4.5 hours. The reaction was poured into water/ice and separated layers. The organic portion was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the benzyl bromide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329376B1
Source datasetuspto-grants-2001_12
ORD IDord-9ce32517d2b84da78b5b2d8af1d3f602
Source noteuspto-grants-2001_12