Water → HCID 19744765, compound

HRID 2254427Notes

Reaction equation

HRID 2254427 reaction equation
[C:1]1([C:7]#[C:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[CH2:12]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Br)(Br)[Br:18].O>C(Cl)(Cl)Cl>[C:1]1([C:7]#[C:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[CH2:12][Br:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 54519030123926-88-5

Product 1

HCID 19744765HCID 19744765, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

The resulting acetylene compound (116 mg) was dissolved in 1 ml of chloroform, and 0.1 ml of phosphorus tribromide was added. The mixture was stirred at room temperature for 1 hour. Water and chloroform were added to the reaction mixture. The organic layer was separated, washed with a saturated aqueous solution of sodium hydrogen carbonate and water, and then dried over anhydrous sodium sulfate. The desiccant was removed by filtration, and the filtrate was evaporated under reduced pressure to give 150 mg (yield 99%) of the captioned compound as a colorless oil.

Workup

  1. customThe organic layer was separated
  2. washwashed with a saturated aqueous solution of sodium hydrogen carbonate and water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe desiccant was removed by filtration
  5. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-35538b78fcb54098ad39eec989362db4
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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