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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722593Generated: November 2, 2026

Dimethylamine → 3-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrile

https://huagongshe.com/reaction/1722593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
ReactantMethyl iodideHCID 6328—
ReactantBenzyl ChlorideHCID 7503—
ReactantBenzylamineHCID 7504—
ReactantPhenylacetonitrileHCID 8794—
ReactantSodium CyanideHCID 8929—
ReactantBoron tribromideHCID 25134—
Reactant2-Fluoro-6-methoxyphenolHCID 2737367—
Reactant4-[(Dimethylamino)methyl]-2-fluoro-6-methoxyphenolHCID 13720699—
ReactantHCID 20029186HCID 20029186—
Product3-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrileHCID 13720704—

Reaction Steps

A process for the preparation of the benzylcyanide compound of the formula I ##STR21## is prepared by: (a) converting the 2-fluoro-6-methoxyphenol compound of the formula II ##STR22## into the N,N-dimethyl-4-hydroxy-3-methoxy-5-fluorobenzylamine compound of the formula III by treating with formaldehyde and N,N-dimethylamine; ##STR23## (b) treating the benzylamine compound of the formula III by treating with methyliodide and displacement with NaCN, into the 3-methoxy-4-hydroxy-5-fluorobenzylnitrile compound of formula IV ##STR24## (c) treating the benzylnitrile compound of the formula IV with BBr3, followed by dibenzylation of the resulting catechol 3,4-dihydroxy-5-fluorobenzylcyanide compound of the formula V ##STR25## with benzylchloride to give the 3,4-dibenzyloxy-5-fluorobenzylcyanide compound of the formula I, ##STR26##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04855476
Source datasetuspto-grants-1989_08
ORD IDord-1326d4af251148dab0dee95d78202339
Source noteuspto-grants-1989_08