Pyridine → 1-bromo-2,5,8-tetradecatriyne

HRID 2073166Notes

Reaction equation

HRID 2073166 reaction equation
O[CH2:2][C:3]#[C:4][CH2:5][C:6]#[C:7][CH2:8][C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].N1C=CC=CC=1.P(Br)(Br)[Br:23]>C(OCC)C>[Br:23][CH2:2][C:3]#[C:4][CH2:5][C:6]#[C:7][CH2:8][C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24614Phosphorus tribromideHCID 11041829HCID 11041829, compound

Product 1

HCID 108799781-bromo-2,5,8-tetradecatriyne

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

6 g of 1-hydroxy-2,5,8-tetradecatriyne prepared above, dissolved in 30 cm3 of ethyl ether, are introduced into a round-bottomed flask equipped with an argon inlet. 0.05 cm3 of pyridine is added and 1 cm3 of phosphorus tribromide is added dropwise, and the mixture is then brought to reflux for 3 hours.

Workup

  1. additionare introduced into a round-bottomed flask
  2. customequipped with an argon inlet
  3. temperatureto reflux for 3 hours

Sources & evidence

ORD record
ord-f624ad7e6c1a4227a69570bad227941f
Source dataset
uspto-grants-1990_04
Patent number
US04916136

Reaction notes

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