反応 #1484

反応方程式

SOCl2

3,4-dihydro-4,4-dimethylnaphthlen-1(2H)-one

t-BuLi

ether

→

title compound

3,4-Dihydro-4,4-dimethyl-6-acetyl-1-(1,1-dimethylethyl)naphthalene

反応条件

後処理

1. 1
   温度slowly warmed to room temperature
2. 2
   その他The reaction was quenched by addition of saturated NH4Cl
3. 3
   その他The white solids were removed by filtration
4. 4
   濃縮the clear solution was concentrated to an oil
5. 5
   その他purified by column chromatography with ethyl acetate/hexane (1/10)

実験手順

To a solution of 6-(2-methyl-1,3-dioxolan-2-yl)!-3,4-dihydro-4,4-dimethylnaphthlen-1(2H)-one ((Compound D15, 353 mg, 1.36 mmol) in 3 ml of dry ether at -78° C. was added dropwise t-BuLi (1 ml, 1.7 mmol, 1.7M solution in pentane). This dear light yellow solution was left at -78° C. for 30 min. Then, fleshly distilled SOCl2 (0.15 ml, 2.0 mmol) was added. The reaction mixture was stirred at -78° C. for additional 30 min and thereafter slowly warmed to room temperature. The reaction was quenched by addition of saturated NH4Cl. The white solids were removed by filtration and the clear solution was concentrated to an oil, and purified by column chromatography with ethyl acetate/hexane (1/10) to give the title compound as a yellow oil.

出典