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Ethanone, 1-(3-methylenecyclobutyl)- (9CI) synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

in diethyl ether at 20;Cooling with ice;

Steps:

8.1 1-(3-Methylenecyclobutyl)ethanone (8a)

Methylene cyclobutane carbonitrile (5.0 g, 53.7 mmol) was dissolved in dry diethylether (25 mL), cooled in an ice bath and MeMgBr (26.8 mL, 80.5 mmol, 3 M in ether) was added dropwise. The mixture was left stirring overnight at rt, cooled to 0° C. quenched carefully with 15% NaHSO4 aq. sol. (100 mL). The mixture was stirred at rt for 30 min. and the layers were separated. The aq. phase was extracted with pentane (50 mL) and diethylether (50 mL). The combined organic layers were washed with brine and dried over Na2SO4. The solvents were removed under vacuum at rt and the crude product was obtained as a yellowish liquid

References:

US2014/221659,2014,A1 Location in patent:Paragraph 0134