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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1288608Generated: October 30, 2026

Benzene → 3-(Dimethoxymethyl)hept-2-en-4-yne

https://huagongshe.com/reaction/1288608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant1,1-Dimethoxyhex-3-yn-2-oneHCID 20314017—
ReactantButyllithiumHCID 178418339—
CatalystPhosphonium, ethyltriphenyl-, bromide (1:1)HCID 73727—
SolventHexaneHCID 8058—
Product3-(Dimethoxymethyl)hept-2-en-4-yneHCID 71441464—

Reaction Steps

Ethyltriphenylphosphonium bromide (24.8 g) is stirred with 100 ml benzene, and 40 ml (1.6 N) butyl lithium in hexane is added over about one-half hour with a water bath used to take up the slight heat of reaction. The mixture (bright orange) is stirred at room temperature for 0.75 hour, and 10.0 g of the 1,1-dimethoxy-3-hexyne-2-one is added dropwise in one-half hour.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03988487
Source datasetuspto-grants-1976_10
ORD IDord-bd374b0845eb4a1c8b714ed2bdc11d6d
Source noteuspto-grants-1976_10