Phosphorus tribromide → HCID 14480082, compound

HRID 326420Notes

Reaction equation

HRID 326420 reaction equation
[CH2:1](O)[C:2]#[C:3][CH2:4][C:5]#[C:6][CH2:7][C:8]#[C:9][CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].P(Br)(Br)[Br:20]>N1C=CC=CC=1.CCOCC>[Br:20][CH2:1][C:2]#[C:3][CH2:4][C:5]#[C:6][CH2:7][C:8]#[C:9][CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 2

HCID 24614Phosphorus tribromideHCID 14480081HCID 14480081, compound

Product 1

HCID 14480082HCID 14480082, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 5 g of 2,5,8,11-heptadecatetrayn-1-ol, 1.25 c3 of phosphorus tribromide and one drop of pyridine in 15 cm3 of anhydrous ether, stirred in the absence of light, is heated under reflux for 2 hours. The solution is then poured into 100 cm3 of ice water and extracted twice with ethyl ether. The ether phases are washed initially with a solution of sodium bicarbonate and then with water, and finally dried over sodium sulphate.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. extractionextracted twice with ethyl ether
  4. washThe ether phases are washed initially with a solution of sodium bicarbonate
  5. dry with materialwith water, and finally dried over sodium sulphate

Sources & evidence

ORD record
ord-94333dc8ea804750bbb9d4f10afe6e6d
Source dataset
uspto-grants-1993_12
Patent number
US05268494

Reaction notes

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