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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707890Generated: October 27, 2026

Water → 4-Ethynylbenzonitrile

https://huagongshe.com/reaction/1707890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-Cyanophenyl)-2-methyl-3-butyne-2-olHCID 2822155—
SolventTolueneHCID 1140—
Product4-EthynylbenzonitrileHCID 454724561.4%

Reaction Steps

3-Methyl-1-(4'-cyanophenyl)-1-butyne-3-ol (23.5 g) was dissolved in toluene (250 ml) under nitrogen atmosphere, and then sodium hydride (1.6 g) was added thereto, followed by stirring at 80° to 90° C. for 4 hours. The reaction solution was poured into water (300 ml), and then extracted with chloroform, followed by washing with water 3 times. After distilling off toluene and chloroform, the resultant was recrystallized from methanol to give 4-cyanophenylacetylene (9.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05356558
Source datasetuspto-grants-1994_10
ORD IDord-e7325df26ad542f7bf8d4465886d48c6
Source noteuspto-grants-1994_10