反応 #485491

反応方程式

1-iodobutane

2-bromo-9,9-dimethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene

→

2-butyl-9,9-dimethyl-6,7,8,9-tetrahydro-5H-benzo-cycloheptene

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.WAITThe mixture was left
2. 2
   その他to react at room temperature for 2 hours
3. 3
   抽出The solution was extracted with diethyl ether
4. 4
   洗浄washed with water
5. 5
   その他dried
6. 6
   その他evaporated
7. 7
   ろ過After filtration over SiO2 with hexane as the eluent there

実験手順

The corresponding Grignard compound was prepared under argon from 304 mg of Mg shavings and 2.50 g of 2-bromo-9,9-dimethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene in 25 ml of abs. tetrahydrofuran. After cooling to −15° C. 206 mg of CuI and 1.78 ml of 1-iodobutane were added in succession. The mixture was left to react at room temperature for 2 hours and then poured into ice/ammonium chloride solution. The solution was extracted with diethyl ether, washed with water, dried and evaporated. After filtration over SiO2 with hexane as the eluent there were obtained 2.27 g of 2-butyl-9,9-dimethyl-6,7,8,9-tetrahydro-5H-benzo-cycloheptene (contaminated with 4% regioisomers and 6% 5,5-dimethyl-6,7,8,9-tetrahydro-5H-benzocyloheptene).

出典