تفاعل #319115

معادلة التفاعل

ether

4-phenylcyclohexanone

→

4-phenyl-1-methylenecyclohexane

المردود 88.0%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىa homogeneous solution was formed
2. 2
   workup.ADDITIONAt this point, 1 molar equivalent of TMAL (1.1 milliliter) was added
3. 3
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 15 minutes
4. 4
   درجة الحرارةVigorous reflux which
5. 5
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 3 hours
6. 6
   أخرىto help separate the organic layer
7. 7
   أخرىAfter the usual work up and column separation

الإجراء التجريبي

BDAM (3.00 grams) was suspended in 30 milliliters of dry CH2Cl2. Two molar equivalents of ether were added dropwise to the chilled suspension. After about 10 minutes of stirring, a homogeneous solution was formed. At this point, 1 molar equivalent of TMAL (1.1 milliliter) was added. The reaction mixture was stirred at room temperature for 15 minutes and 2.00 grams of 4-phenylcyclohexanone were added. Vigorous reflux which quickly subsided was noticed. The reaction mixture was stirred at room temperature for 3 hours and hydrolyzed as described in Example 1. The aqueous layer was acidified to help separate the organic layer. After the usual work up and column separation, 1.75 grams of 4-phenyl-1-methylenecyclohexane were isolated (88% yield).

المصدر