Pyridine → HCID 53712289, compound

HRID 1449303Notes

Reaction equation

HRID 1449303 reaction equation
[CH2:1]([OH:4])[CH:2]=[CH2:3].[Cl:5][CH2:6][CH2:7][P:8](Cl)(Cl)=[O:9].N1C=C[CH:15]=[CH:14][CH:13]=1.CC[O:20]CC>>[Cl:5][CH2:6][CH2:7][P:8]([O:9][CH2:13][CH:14]=[CH2:15])(=[O:20])[O:4][CH2:1][CH:2]=[CH2:3]

Participants

5

Reactant 4

HCID 1049PyridineHCID 3283Diethyl EtherHCID 7858Allyl AlcoholHCID 69645(2-Chloroethyl)phosphonic dichloride

Product 1

HCID 53712289HCID 53712289, compound

Procedure

To a solution of 11.6 g (0.2 mol) of allyl alcohol and 18.1 g (0.1 mol) of 2-chloroethane phosphonic acid dichloride in 150 ml of absolute ether are added dropwise with stirring 15.8 g (0.2 mol) of pyridine. When the exothermic reaction is complete, stirring is continued for 15 hours at 40° after which the precipitated hydrochloride is removed by filtration and the ethereal filtrate washed to neutrality with water, dried and then evaporated. It is further dried by rotation under high vacuum over a period of 2 hours at 25°. A yellowish oil is obtained having the following characterisation data:

Workup

  1. customWhen the exothermic reaction
  2. customafter which the precipitated hydrochloride is removed by filtration
  3. washthe ethereal filtrate washed
  4. customdried
  5. customevaporated
  6. customIt is further dried by rotation under high vacuum over a period of 2 hours at 25°
  7. customA yellowish oil is obtained

Sources & evidence

ORD record
ord-7d5075e086984f5ca39ac3210093084f
Source dataset
uspto-grants-1980_02
Patent number
US04190430

Reaction notes

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