Acetic Acid → Boron trifluoride
Reaction equation
[B:1]([F:4])([F:3])[F:2].[C:5]([N:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11]([N+:18]([O-:20])=[O:19])=[CH:10][C:9]2[CH:21]=[CH:22][CH:23]=[CH:24][C:8]1=2)#[N:6].C(O)(=[O:27])C>ClC1C=CC=CC=1>[C:5]([N:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11]([N+:18]([O-:20])=[O:19])=[CH:10][C:9]2[CH:21]=[CH:22][CH:23]=[CH:24][C:8]1=2)(=[O:27])[NH2:6].[B:1]([F:4])([F:3])[F:2]Participants
Procedure
25 ml of a solution of 15% by weight of BF3 in acetic acid are allowed to flow rapidly into a suspension of 13.1 g (0.05 mole) of 5-cyano-10-nitro-5H-dibenz[b,f]azepine in 130 ml of chlorobenzene, while stirring, and a clear brownish solution is obtained of which the temperature increases to 35°. The crystallisation, which begins after a few minutes, is completed by stirring for one hour in an ice-bath. Suction-filtering is carried out, followed by washing with chlorobenzene and drying in vacuo at 40°, resulting in 19.2 of 5-carbamoyl-10-nitro-5H-dibenz[b,f]azepine in the form of a BF3 adduct. To liberate the end product the BF3 adduct is made into a slurry with 150 ml of water, stirred for 15 hours, suction-filtered and washed neutral with water. After drying, 5-carbamoyl-10-nitro-5H-dibenz[b,f]azepine, which is identical to the product obtained according to Example 21, is obtained.
Workup
- customa clear brownish solution is obtained of which the temperature
- temperatureincreases to 35°
- customThe crystallisation, which
- waitbegins after a few minutes
- stirringby stirring for one hour in an ice-bath
- filtrationSuction-filtering
- washby washing with chlorobenzene
- customdrying in vacuo at 40°
Sources & evidence
- ORD record
- ord-b95191a8d73b4111b61b6b95291eead3
- Source dataset
- uspto-grants-1985_09
- Patent number
- US04540514
Reaction notes
Loading…