1,1,1-Trichloroethane → HCID 86743115, compound

HRID 1904516Notes

Reaction equation

HRID 1904516 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([P:11]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Br:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.ClC(Cl)(Cl)C>>[Br-:28].[CH2:29]([P+:11]([C:8]1[CH:9]=[CH:10][C:5]([O:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=1)([C:18]1[CH:19]=[CH:20][C:21]([O:24][C:25](=[O:27])[CH3:26])=[CH:22][CH:23]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 62781,1,1-TrichloroethaneHCID 7498Benzyl BromideHCID 54242499HCID 54242499, compound

Product 1

HCID 86743115HCID 86743115, compound

Procedure

A mixture of 3.8 g (0.01 mol) of bis(4-acetoxyphenyl)phenylphosphine, 1.7 g (0.01 mol) of α-bromotoluene and 15 ml of 1,1,1-trichloroethane was heated to reflux at which time complete solution was achieved. Shortly thereafter, product began to precipitate from solution. After heating at reflux for 2.5 hr, the mixture was cooled, filtered and the solid was washed with ether and dried. The yield of benzylbis(4-acetoxyphenyl)phenylphosphonium bromide was 5.0 g (90.0% of theory); mp=233°-5° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux at which time complete solution
  3. customto precipitate from solution
  4. temperatureAfter heating
  5. temperatureat reflux for 2.5 hr
  6. temperaturethe mixture was cooled
  7. filtrationfiltered
  8. washthe solid was washed with ether
  9. customdried

Sources & evidence

ORD record
ord-4e46fe4409c14bcda2d8b4d16ffe3de5
Source dataset
uspto-grants-1989_06
Patent number
US04837394

Reaction notes

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