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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1902882Generated: October 25, 2026

3-(4-Methylphenyl)prop-2-enenitrile → 4-Bromomethylcinnamonitrile

https://huagongshe.com/reaction/1902882

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Methylphenyl)prop-2-enenitrileHCID 34242—
ReactantN-bromobutanimideHCID 67184—
SolventCarbon TetrachlorideHCID 5943—
Product4-BromomethylcinnamonitrileHCID 54080447—

Reaction Steps

88 g of 4-bromomethylcinnamonitrile (obtained by bromination of 4-methylcinnamonitrile with N-bromosuccinimide in carbon tetrachloride, and having a melting point of 105°-107° C.) are mixed with 256 g of triethylphosphite. The mixture is then slowly heated to 150° C. with stirring, and then stirred for 3 hours at this temperature. Excess phosphite is then removed in vacuo, affording the crude phosphonate of the formula ##STR68## in the form of a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04366189
Source datasetuspto-grants-1982_12
ORD IDord-5f13d88c67494bdf84c0566407e9e67d
Source noteuspto-grants-1982_12