Allyl bromide → Diethyl allylphosphonate

HRID 417170

Reaction equation

HRID 417170 reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[P:5]([O:12]CC)([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8]>C(Cl)(Cl)Cl>[CH2:1]([P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 31215Triethyl phosphite

Product 1

HCID 573014Diethyl allylphosphonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Allyl bromide (3.6 g, 30.09 mmol) and triethyl phosphite (1 g, 6 mmol) were dissolved and reacted in chloroform (30 mL). Then, the resulting reaction solution was refluxed for 12 hours, cooled to room temperature and filtered through a glass filter. Chloroform was completely removed from the solution under vacuum to thereby give an oily compound as the title compound. The 1H NMR and 13CNMR results of the compound thus obtained are given as follows.

Workup

  1. customThen, the resulting reaction solution
  2. temperaturewas refluxed for 12 hours
  3. filtrationfiltered through a glass
  4. filtrationfilter
  5. customChloroform was completely removed from the solution under vacuum

Sources & evidence

ORD record
ord-b5d43975c1e94e3580ccaef9602c533d
Source dataset
uspto-grants-2012_01
Patent number
US08089682B2

Linked notes

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