تفاعل #1895468

معادلة التفاعل

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

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

Red-Al

→

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

المردود 100.0%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled to room temperature
2. 2
   أخرىsubsequently quenched with a solution of sodium bicarbonate (NaHCO3)
3. 3
   workup.DISTILLATIONDistillation of the organic layer

الإجراء التجريبي

4-Allyl-1,4-dimethyl-bicyclo[3.2.1]octan-3-one (288 g, 1.5 mol, obtained as above in EXAMPLE IV) was added to a solution of Red-Al (65%, 506 g, 1.5 mol) in toluene at 75° C. The reaction mixture was aged for 3 hours while the temperature was maintained at 75° C., then cooled to room temperature, and subsequently quenched with a solution of sodium bicarbonate (NaHCO3). Distillation of the organic layer provided 4-allyl-1,4-dimethyl-bicyclo[3.2.1]octan-3-ol (288 g, 1.5 mol), which was then added to a MSA solution (30 g) in toluene (500 mL) and heated to reflux for 3 hours. The reaction mixture was subsequently washed with a Na2CO3 solution. Fractional distillation of the organic layer provided 2,4,8-trimethyl-5-oxa-tricyclo[6.2.1.0*2,6*]undecane (170 g) having a boiling point of 62° C. at a pressure of 0.3 mmHg

المصدر