Triethyl phosphite → Diethyl (3,3-diphenylallyl)phosphonate

HRID 2287294

Reaction equation

HRID 2287294 reaction equation
[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH2:9]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[P:17]([O:24]CC)([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>>[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH2:9][P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 128901653-Chloro-1,1-diphenylpropene2×

Product 1

HCID 13328742Diethyl (3,3-diphenylallyl)phosphonateYield 108.2%

Procedure

A mixture of 40.8 g (0.155 mol) of 3,3-diphenylallyl chloride (11a) and 94.48 g (0.569 mol) of triethyl phosphite was stirred with refluxing for 24 hours. The disappearance of the 3,3-diphenylallyl chloride (11a) was ascertained, before the reaction was terminated. After cooling, the reaction mixture was distilled with a Claisen flask equipped with a vigreux to obtain 55.39 g of the target compound.

Workup

  1. temperaturewith refluxing for 24 hours
  2. customwas terminated
  3. temperatureAfter cooling
  4. distillationthe reaction mixture was distilled with a Claisen flask
  5. customequipped with a vigreux

Sources & evidence

ORD record
ord-d7ec43e8937e4924a5069c81784bbde9
Source dataset
uspto-grants-2000_07
Patent number
US06083651

Linked notes

Loading…