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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059286Generated: November 1, 2026

Diethyl Ether → HCID 18670585, compound

https://huagongshe.com/reaction/1059286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-Methyl-3-azabicyclo[3.3.1]nonan-9-oneHCID 541498—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTolueneHCID 1140—
ProductHCID 18670585HCID 18670585104.7%

Reaction Steps

To a solution of 6.9 g of methyltriphenyl phosphonium bromide in toluene (30 ml) was added 2.2 g of potassium tert-butoxide at 0° C. and the resulting mixture was stirred for 30 minutes. Next, 3.0 g of 3-methyl-3-azabicyclo[3.3.1]nonan-9-one was added thereto and the mixture was reacted for 1 hour. After adding ether, the reaction mixture was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After filtering and concentrating, the residue was purified by silica gel column chromatography (eluted with ether/n-hexane) to thereby give 3.1 g of the title compound as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518423B1
Source datasetuspto-grants-2003_02
ORD IDord-c380773cb2894b709aa8aeababa6fd25
Source noteuspto-grants-2003_02