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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1106843Generated: October 31, 2026

Sodium Cyanide → 4-Bromo-2-cyanomethylphenyl benzyl ether

https://huagongshe.com/reaction/1106843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant1-(Benzyloxy)-4-bromo-2-(bromomethyl)benzeneHCID 11783220—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-cyanomethylphenyl benzyl etherHCID 2267546756.7%

Reaction Steps

A mixture of 2-bromomethyl-4-bromophenyl benzyl ether (0.28 moles) and NaCN (16 g) in DMF (200 ml) was stirred at ambient temperature for 16 hours, then heated at 100° C. for 5 hours. A further 2 g of NaCN was added and the reaction heated for 5 hours at 100° C. The mixture was diluted with water (200 ml) and stirred (1 hour). The resulting solid was filtered off and recrystallised from methanol to give 4-bromo-2-cyanomethylphenyl benzyl ether (48 g) mpt. 75-76° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06057345
Source datasetuspto-grants-2000_05
ORD IDord-d655e556a45b4b1a98356094da9d8be1
Source noteuspto-grants-2000_05