Réaction #94512

Équation de réaction

end product

8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-methanol

THF

→

8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxaldehyde

Solvants

THF hexane

Conditions de réaction

Traitement

1. 1
   Températureto reflux for 17 hours
2. 2
   TempératureThe mixture was cooled
3. 3
   Filtrationfiltered
4. 4
   Lavagethe collected solids washed thoroughly with THF
5. 5
   ConcentrationThe combined filtrate and washings were concentrated in vacuo
6. 6
   AutreRecrystallization of this crude product from THF/hexane
7. 7
   Autreyielded the desired end product
8. 8
   Autrewas obtained as colorless plate

Mode opératoire

A solution of 5.85 g. (17 mmol) of the end product of Example 14 in 600 ml. dry THF was mixed with 24 g. of activated MnO2 and heated to reflux for 17 hours. The mixture was cooled, filtered and the collected solids washed thoroughly with THF. The combined filtrate and washings were concentrated in vacuo. Recrystallization of this crude product from THF/hexane yielded the desired end product. An analytical sample was prepared by an additional recrystallization from THF/hexane and was obtained as colorless plate: mp 276°-278°.

Source