Diethyl Ether → HCID 19031557, 화합물

반응식

C[Mg]I.[Cl:4][C:5]1[CH:6]=[C:7]([C:11]2(C#N)[CH2:14][CH2:13][CH2:12]2)[CH:8]=[CH:9][CH:10]=1.CC[O:19][CH2:20][CH3:21]>>[Cl:4][C:5]1[CH:6]=[C:7]([C:11]2([C:20](=[O:19])[CH3:21])[CH2:14][CH2:13][CH2:12]2)[CH:8]=[CH:9][CH:10]=1

참가 물질

반응물 3

HCID 3283Diethyl Ether

HCID 219019791-(3-Chlorophenyl)cyclobutane-1-carbonitrile

HCID 178418373HCID 178418373, 화합물

생성물 1

HCID 19031557HCID 19031557, 화합물

실험 절차

Methylmagnesium iodide (138 ml of 3M solution in ether) was added dropwise to a stirred solution of 1-(3-chlorophenyl)cyclobutanecarbonitrile (53 g) in ether (100 ml) under nitrogen at 0° C. The mixture was stirred at ambient temperature for 24 hours. The resulting solid was collected by filtration, washed well with ether, then added in portions to an ice-cold mixture of water (200 ml) and concentrated hydrochloric acid (125 ml). The resulting yellow suspension was heated at 95° C. for 1 hour with occasional stirring, and then cooled to ambient temperature. The product was extracted into ether (5×100 ml) and the combined extracts washed with water (2×100 ml), dried over magnesium sulphate and the solvent removed in vacuo to give an oil which was distilled to give 1-[1-(3-chlorophenyl)cyclobutyl]ethanone (47.5 g), b.p. 108°-109° C./2 mbar.