Reaktion #4537
ord-0e6c16dd3649420f8ec300810a013520
Reaktionsgleichung
pyridinium chlorochromate
3-hydroxymethyl-5-dichloromethyl-2-phthalimidopyrazine
→
colorless crystals
Ausbeute 78.0%
3-formyl-5-dichloromethyl-2-phthalimidopyrazine
Ausbeute 78.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Filtrationfiltered over silica gel
- 2Sonstigethe filtrate was evaporated down
Vorschrift
5.1 g of pyridinium chlorochromate were added a little at a time to a solution of 4 g of 3-hydroxymethyl-5-dichloromethyl-2-phthalimidopyrazine in 80 ml of dichloromethane at 35° C., after which the mixture was stirred for 40 minutes and filtered over silica gel, and the filtrate was evaporated down. 3.1 g (76%) of colorless crystals of 3-formyl-5-dichloromethyl-2-phthalimidopyrazine of melting point 145°-146° C. (from ethyl acetate) were obtained. 1H-NMR (270 MHz, CDCl3): δ6.9 (s, 1H), 8.0 (m, 4H), 9.3 (s, 1H), 10.1 (s, 1H).