Phosphorus oxybromide → 2-Bromo-5-nitro-3-phenylpyridine
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](O)=[N:8][CH:9]=1)([O-:3])=[O:2].P(Br)(Br)([Br:19])=O.P(Br)(Br)Br>O>[Br:19][C:7]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
A mixture of 5-nitro-3-phenylpyridin-2-ol (4.63 mmol, 1 g), POBr3 (4.74 mmol, 0.45 ml) and PBr3 (4.71 mmol, 1.4 g) was heated at 120° C. for 3.5 hours. The crude mixture was poured into a mixture of ice and water and extracted with DCM. The organic phase was dried and evaporated affording 0.8 g (yield 62%) of the expected product.
Workup
- extractionextracted with DCM
- customThe organic phase was dried
- customevaporated
Sources & evidence
- ORD record
- ord-da2a4b647a9443d59f2c8767e3498714
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08536165B2
Reaction notes
Loading…