تفاعل #1353174

معادلة التفاعل

Diphenylamine

methyllithium

1-(7-Methanesulfonyloxyheptyl)-cyclopropene

→

7-(diphenylamino)-1-heptylcyclopropene

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe bath was removed
2. 2
   أخرىquenched with water
3. 3
   workup.ADDITIONEther and water were added to the reaction mixture
4. 4
   أخرىthe phases were separated
5. 5
   غسيلThe ether phase was washed with water twice
6. 6
   غسيلwashed with brine
7. 7
   تجفيفdried over magnesium sulfate
8. 8
   أخرىThe product was chromatographed

الإجراء التجريبي

Diphenylamine (0.42 g, 2.5 mmol) in 10 ml of THF was cooled to −78° C. and treated with 1.6 ml (1.4M, 2.2 mmol) methyllithium. 1-(7-Methanesulfonyloxyheptyl)-cyclopropene was added, the bath was removed, and the reaction mixture was allowed to warm to room temperature. The reaction was held for 5.5 hours, then quenched with water. Ether and water were added to the reaction mixture and the phases were separated. The ether phase was washed with water twice, washed with brine, dried over magnesium sulfate and stripped. The product was chromatographed to give 80 mg of 7-(diphenylamino)-1-heptylcyclopropene as a colorless liquid.

المصدر