Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495755Generated: October 30, 2026

Diethyl Ether → HCID 22327781, compound

https://huagongshe.com/reaction/495755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Cyclopenten-1-oneHCID 13588—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 178478979HCID 178478979—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22327781HCID 22327781—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 160 ml (120 mmol) of a THF solution of phenylmagnesium chloride, a solution of 8.38 ml (100 mmol) of 2-cyclopentenone in 70 ml of THF was dropwise added with ice cooling. The mixture was stirred at 0° C. for 1 hour and then further stirred at room temperature for 1 hour. Then, 200 ml of an ammonium chloride saturated aqueous solution was added. To the reaction solution, diethyl ether was added to perform extraction. The resulting ether solution was dried over magnesium sulfate, and the solvent was distilled off to obtain of a crude product of phenylcyclopentenol as a gold liquid (17.5 g). In a glass tube oven, 6 g of the crude product was placed, and the product was heated at 180 to 190° C. for 1 hour at atmospheric pressure, then cooled to room temperature and slowly heated (finally) to 195° C. under reduced pressure (1 to 4 mmHg) As a result, 2.5 g of a white crystal was sublimed (51.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939928B1
Source datasetuspto-grants-2005_09
ORD IDord-4928f0dbb1044947990749496ae94899
Source noteuspto-grants-2005_09