Phosphorus tribromide → 4-Bromo-2,6-bis(trifluoromethyl)pyridine

HRID 1461391Notes

Reaction equation

HRID 1461391 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[C:7](O)[CH:6]=[C:5]([C:10]([F:13])([F:12])[F:11])[N:4]=1.P(Br)(Br)[Br:17]>C(Cl)Cl>[Br:17][C:7]1[CH:8]=[C:3]([C:2]([F:15])([F:14])[F:1])[N:4]=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:6]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 178516142HCID 178516142, compound

Product 1

HCID 150303204-Bromo-2,6-bis(trifluoromethyl)pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 6 g 2,6-di(trifluoromethyl)-4-hydroxypyridine and 4.9 ml phosphorus tribromide was heated 15 min. at 140°-150° C. and 90 min. at 160°-170° C. The reaction mixture was cooled, 150 ml methylene dichloride added, and poured into ice-water. From the methylene dichloride layer there was isolated 3.5 g 4-bromo-2,6-di(trifluoromethyl)pyridine, colorless solid, m.p. 92°-95° C.

Workup

  1. temperaturewas heated 15 min. at 140°-150° C. and 90 min. at 160°-170° C
  2. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-47f8712175ec49ce8edba26c8e985b7f
Source dataset
uspto-grants-1991_12
Patent number
US05075319

Reaction notes

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