Pyridine → HCID 19920017, compound

HRID 1648422Notes

Reaction equation

HRID 1648422 reaction equation
O[CH:2]([C:4]#[C:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)[CH3:3].N1C=CC=CC=1.P(Br)(Br)[Br:20]>CCOCC>[Br:20][CH:2]([C:4]#[C:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)[CH3:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24614Phosphorus tribromideHCID 23006387HCID 23006387, compound

Product 1

HCID 19920017HCID 19920017, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

The product prepared in step (d) above (0.05 mol) and dry pyridine (1 ml) are dissolved in dry ether (20 ml) and cooled to 0° C. Phosphorous tribromide (0.025 mol) in 20 ml dry ether is added dropwise with stirring. The reaction mixture is then refluxed for 3 hours. After cooling the mixture to 0°, the excess PBr3 is destroyed by adding crushed ice. The ether layer is washed and dried. The ether is removed and the title product is obtained by distillation.

Workup

  1. temperatureThe reaction mixture is then refluxed for 3 hours
  2. temperatureAfter cooling the mixture to 0°
  3. customthe excess PBr3 is destroyed
  4. additionby adding
  5. customcrushed ice
  6. washThe ether layer is washed
  7. customdried
  8. customThe ether is removed

Sources & evidence

ORD record
ord-7577ec6ea00b4323b26a2548bb2a42ea
Source dataset
uspto-grants-1995_07
Patent number
US05436273

Reaction notes

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