Sodium Iodide → 1-Allyl-4-methyl-1,4-azaphosphinane 4-oxide

HRID 877093Notes

Reaction equation

HRID 877093 reaction equation
Cl.[CH3:2][P:3]1(=[O:9])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[I-].[Na+].C([O-])([O-])=O.[Cs+].[Cs+].[CH2:18](Cl)[CH:19]=[CH2:20]>CC(C)=O>[CH2:20]([N:6]1[CH2:7][CH2:8][P:3](=[O:9])([CH3:2])[CH2:4][CH2:5]1)[CH:19]=[CH2:18]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7850Allyl chlorideHCID 10796Cesium carbonateHCID 668330534-Methyl-1,4lambda5-azaphosphinan-4-one hydrochloride

Product 1

HCID 681531111-Allyl-4-methyl-1,4-azaphosphinane 4-oxide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 4-methyl-1,4-azaphosphinane 4-oxide hydrogen chloride salt (1.69 g), sodium iodide (150 mg) and Cs2CO3 (7.15 g) in acetone (50 mL) was added allyl chloride dropwise. The mixture was stirred at room temperature overnight, filtered and concentrated to provide the desired product as white solid (1.45 g).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9db6e368a018448f9734c2e9e6e3a025
Source dataset
uspto-grants-2015_03
Patent number
US08987284B2

Reaction notes

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