Phosphorus tribromide → HCID 22759278, compound

HRID 1730127Notes

Reaction equation

HRID 1730127 reaction equation
P(Br)(Br)[Br:2].[C:5]([O:8][CH:9]([CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[C:10]#[C:11][CH2:12]O)(=[O:7])[CH3:6]>CCOCC>[C:5]([O:8][CH:9]([CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[C:10]#[C:11][CH2:12][Br:2])(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 22759281HCID 22759281, compound

Product 1

HCID 22759278HCID 22759278, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Phosphorus tribromide (10.6 g., 0.039 mole) is added dropwise during 15 minutes to a solution of 4-acetoxy- 5-(4-fluorophenoxy)-2-pentyn-1-ol (25.1 g., 0.1 mole) in ether (80 ml.). The resulting solution is stirred at room temperature for 1 hour and then heated at reflux for 30 minutes. The solution is poured into ice water (100 ml.). The organic layer is separated, washed with water, and dried over sodium sulfate. The solvent is evaporated under reduced pressure to leave the title compound as a light yellow oil.

Workup

  1. temperatureheated
  2. temperatureat reflux for 30 minutes
  3. customThe organic layer is separated
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customThe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-06fa8100a5bd415ba3373e4fe149c832
Source dataset
uspto-grants-1976_11
Patent number
US03991106

Reaction notes

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