Diethyl Ether → [(3-Methylidenecyclobutoxy)methyl]benzene

Sodium iodide (0.45 gm, 3 mmol) and 1,8-diazabicyclo (5.4.0)undec-7-ene (0.304 gm, 2 mmol) were added to a stirred solution of [3-(benzyloxy)cyclobutyl]methyl methanesulfonate (0.27 gm, 1 mmol) (step b) in dimethoxyethane and the reaction mixture was refluxed for about 2 hours. It was allowed to come to room temperature and then was stirred with diethyl ether and water for about 10 minutes. The ether layer was separated and aqueous layer was washed with ether. The combined organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude compound was purified over silica gel.

1. temperaturethe reaction mixture was refluxed for about 2 hours
2. customto come to room temperature
3. customThe ether layer was separated
4. washaqueous layer was washed with ether
5. washThe combined organic layer was washed with brine
6. dry with materialdried over anhydrous sodium sulphate
7. concentrationconcentrated under reduced pressure
8. customThe crude compound was purified over silica gel

ORD record

ord-b45a397891784fa3a91d9374d76d5f5d

Source dataset

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08420666B2