反应 #2035934

反应方程式

Hydrochloric acid

1,4-dimethyl-bicyclo[3.2.1]octan-3-one

trimethylorthoformate

Allyl alcohol

→

4-allyl-1,4-dimethyl-bicyclo[3.2.1]octan-3-one

收率 25.4%

溶剂

methanol

acetic acid

反应条件

后处理

1. 1
   其他subsequently quenched with a NaOH solution
2. 2
   温度at reflux
3. 3
   workup.DISTILLATIONThe volatile ingredients were distilled off with a Dean Stark trap
4. 4
   洗涤The resulting mixture was washed with a Na2CO3 solution
5. 5
   workup.DISTILLATIONFractional distillation of the organic layer

实验过程

Hydrochloric acid (HCl, 6 g) was added to a solution of 1,4-dimethyl-bicyclo[3.2.1]octan-3-one (400 g, 2.6 mol, obtained as above in EXAMPLE III), trimethylorthoformate (HC(OCH3)3, 280 g, 2.6 mol), and methanol (CH3OH, 400 mL). The reaction mixture was aged for 3 hours and subsequently quenched with a NaOH solution. Allyl alcohol (CH2CHCH2OH, 300 g, 5.2 mol), acetic acid (CH3COOH, 50 g), and methanesulfonic acid (CH3SO2OH, MSA, 5 g) were added and aged at reflux. The volatile ingredients were distilled off with a Dean Stark trap. The resulting mixture was washed with a Na2CO3 solution. Fractional distillation of the organic layer provided 4-allyl-1,4-dimethyl-bicyclo[3.2.1]octan-3-one (127 g) having a boiling point of 64° C. at a pressure of 0.2 mmHg.

来源