Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381570Generated: November 3, 2026

Diethyl Ether → HCID 59018074, compound

https://huagongshe.com/reaction/2381570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
Reactant4-CyanophenolHCID 13019—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 59018074HCID 5901807448%

Reaction Steps

To a solution of 1.63 ml (9.23 mmol) of SEM-Cl in 10 ml of dry DCM were added 1.00 g (8.39 mmol) of 4-hydroxy benzonitrile, 103 mg (0.84 mmol) of DMAP and 2.34 ml (16.8 mmol) of Et3N, stirring at RT under N2. After stirring overnight, 10 ml of ether were added and the solids filtered off. The filtrate was evaporated and the product purified by flash chromatography (20% ethyl acetate in petrol), obtaining 945 mg (3.79 mmol, 48%) of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258175B2
Source datasetuspto-grants-2012_09
ORD IDord-d8d2d17288aa4e768ae196cf7768d429
Source noteuspto-grants-2012_09