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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844423Generated: November 2, 2026

Water → Ethyl 4-cycloheptylidene-2-butenoate

https://huagongshe.com/reaction/844423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCycloheptanoneHCID 10400—
ReactantSodium hydrideHCID 24758—
Reactantethyl (2E)-4-(diethoxyphosphoryl)but-2-enoateHCID 264997—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductEthyl 4-cycloheptylidene-2-butenoateHCID 85420019—

Reaction Conditions

Temperature10 °C

Reaction Steps

6.7 ml of ethyl 4-(diethoxyphosphoryl)-2-butenoate are dissolved in 7 ml of dimethoxyethane and the solution is then poured onto 1.3 g of 60% sodium hydride in 40 ml of dimethoxyethane. After stirring for 45 minutes, the mixture is cooled to 10° C., 3.2 ml of cycloheptanone are then added dropwise and the mixture is allowed to return to RT. After stirring for 4 hours, the mixture is poured onto cold water and then extracted with ether, and the extracts are dried and evaporated. The residue is chromatographed on silica, eluting with DCM. 1.9 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380230B1
Source datasetuspto-grants-2002_04
ORD IDord-3c09ec8876bf4ce9a33069488cf5ff7c
Source noteuspto-grants-2002_04