Bromide ion → 1-bromo-2,5,8-tetradecatriyne
Reaction equation
[Br-:1].P(Br)(Br)Br.[CH2:6](O)[C:7]#[C:8][CH2:9][C:10]#[C:11][CH2:12][C:13]#[C:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>C(OCC)C>[Br:1][CH2:6][C:7]#[C:8][CH2:9][C:10]#[C:11][CH2:12][C:13]#[C:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The alcohol obtained in (a) was directly converted to the corresponding bromide by adding 2 cm3 of phosphorus tribromide (0.0216 mole) to this alcohol diluted in 50 cm3 of ethyl ether. This stirred mixture under an inert atmosphere and protected from light was heated to the boiling temperature of the solvent for 2 hours and then washed at room temperature using a saturated aqueous solution of ammonium chloride.
Workup
- temperaturewas heated to the boiling temperature of the solvent for 2 hours
- washwashed at room temperature
Sources & evidence
- ORD record
- ord-300b8c9fc06f4ad9b00a368fb67f0cc3
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06511670B1
Reaction notes
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