تفاعل #80886

معادلة التفاعل

n-butyl chloroformate

1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole

sodium hydride

→

N,N'-bis(n-butoxycarbonyl)-1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole

المردود 73.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONare added, under argon
2. 2
   workup.STIRRINGthe suspension is stirred overnight
3. 3
   ترشيحThe mixture is filtered
4. 4
   تركيزthe filtrate is concentrated under vacuum
5. 5
   تجفيفthe organic phase is dried over MgSO4
6. 6
   تركيزconcentrated under vacuum
7. 7
   ترشيحthe precipitated yellow powder is collected by filtration
8. 8
   غسيلwashed with a minor amount of n-hexane

الإجراء التجريبي

To a suspension of 0.5 g (0.00175 mol) of 1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole in 17 ml of tetrahydrofuran are added, under argon, 0.28 g (0.007 mol) of solid sodium hydride. After stirring for 24 hours, 0.67 ml (0.007 mol) of n-butyl chloroformate are added and the suspension is stirred overnight. The mixture is filtered and the filtrate is concentrated under vacuum. The residue is taken up in water/diethyl ether, the organic phase is dried over MgSO4 and then concentrated under vacuum. The residue is taken up in n-hexane and the precipitated yellow powder is collected by filtration and washed with a minor amount of n-hexane, giving 0.62 g (73% of theory) of N,N'-bis(n-butoxycarbonyl)-1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole as a yellow fluorescent powder.

المصدر