반응 #43424

반응 방정식

4-(3-hydroxypropyl)-1,2-dihydro-3,6-pyridazinedione

Triphenylphosphine

diisopropyl azodicarboxylate

→

product

수율 79.2%

6,7-Dihydro-2H-pyrano[2,3-c]pyridazin-3(5H)-one

수율 79.2%

용매

THF

반응 조건

후처리

1. 1
   온도cooled under argon in an ice bath
2. 2
   기타After 30 minutes the solvent was evaporated
3. 3
   기타kept under high vacuum overnight
4. 4
   세척Chromatography, eluting first with 2.5% methanol/dichloromethane until triphenylphosphine oxide
5. 5
   기타was removed

실험 절차

A suspension of 4-(3-hydroxypropyl)-1,2-dihydro-3,6-pyridazinedione (1.48 g, 8.7 mmol) in THF (105 ml) was held in an ultrasound bath for 5 minutes, then cooled under argon in an ice bath. Triphenylphosphine (3.67 g, 14 mmol) was added, followed by diisopropyl azodicarboxylate (2.76 ml, 14 mmol). After 30 minutes the solvent was evaporated and the residue kept under high vacuum overnight. Chromatography, eluting first with 2.5% methanol/dichloromethane until triphenylphosphine oxide was removed and then with 5% methanol/dichloromethane, gave the product as an off-white solid (1.049 g, 79%).

출처