Carbon Tetrachloride → ar-Vinylbenzyl chloride

HRID 4975Notes

Reaction equation

HRID 4975 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]O)=[CH2:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:31]>>[CH:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][Cl:31])=[CH2:2]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 51221893-Ethenylbenzyl alcohol

Product 1

HCID 170249ar-Vinylbenzyl chloride

Procedure

3-Ethenylbenzyl alcohol (5.26 g) was dissolved in carbon tetrachloride (100 ml) and triphenylphosphine (10.2 g) added. The solution was refluxed overnight and then left to cool. A white precipitate formed which was filtered through celite. The filtrate was evaporated in vacuo to yield a crude product. The residue was purified by gravity chromatography on silica using 5% dichloromethane in petrol (60-80) as eluant. This yielded the pure product.

Workup

  1. temperatureThe solution was refluxed overnight
  2. waitleft
  3. temperatureto cool
  4. customA white precipitate formed which
  5. filtrationwas filtered through celite
  6. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-d1c5882d2e4549bf91edac27d14b6d62
Source dataset
uspto-grants-1993_09
Patent number
US05242930

Reaction notes

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