反応 #63972

反応方程式

propan-2-ol

3,4-dichlorobenzyl cyanide

1,3-dibromopropane

sodium hydride

→

1-(3,4-Dichlorophenyl)-1-cyclobutanecarbonitrile

溶媒

water

dimethylsulphoxide

dimethyl sulphoxide

反応条件

後処理

1. 1
   ろ過The mixture was filtered through a diatomaceous earth
2. 2
   洗浄the solid residue washed with ether
3. 3
   その他The ether layer was separated
4. 4
   洗浄washed with water
5. 5
   その他dried
6. 6
   その他evaporated

実験手順

A solution of 3,4-dichlorobenzyl cyanide (25 g) and 1,3-dibromopropane (15 ml) in dry dimethyl sulphoxide (150 ml) was added dropwise under nitrogen to a stirred mixture of sodium hydride (7.5 g) dispersed in mineral oil (7.5 g) and dimethylsulphoxide (200 ml) at a temperature in the range 30° to 35° C. The mixture was stirred at room temperature for two hours and propan-2-ol (8 ml) and then water (110 ml) were added dropwise. The mixture was filtered through a diatomaceous earth sold under the Registered Trade Mark CELITE and the solid residue washed with ether. The ether layer was separated, washed with water, dried and evaporated. 1-(3,4-Dichlorophenyl)-1-cyclobutanecarbonitrile (b.p. 108°-120° C. at 0.15 Hg) was isolated by distillation. This method is a modification of that described by Butler and Pollatz (J. Org. Chem., Vol. 36, No. 9, 1971, p. 1308).

出典