Pyridine → 2-(2-Aminoethoxy)-2-oxo-1,3,2-dioxaphospholane

HRID 1449427Notes

Reaction equation

HRID 1449427 reaction equation
C1(C)C=CC(S([O:10][CH2:11][CH2:12][NH2:13])(=O)=O)=CC=1.N1C=CC=CC=1.Cl[P:22]1(=[O:27])[O:26][CH2:25][CH2:24][O:23]1>C(#N)C>[NH2:13][CH2:12][CH2:11][O:10][P:22]1(=[O:27])[O:26][CH2:25][CH2:24][O:23]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 810872-Chloro-1,3,2-dioxaphospholane 2-oxideHCID 147097272-Aminoethyl 4-methylbenzene-1-sulfonate

Product 1

HCID 199776252-(2-Aminoethoxy)-2-oxo-1,3,2-dioxaphospholane

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

Ethanolamine p-toluenesulphonate (10.0 g, 39.8 mmol was dissolved in dry acetonitrile (500 ml) at 60° C. The solution was cooled to 30° C. when pyridine (3.15 g, 39.8 mmol) was added. A solution of 2-chloro-2-oxo-1,3,2-dioxaphospholane (5.68 g, 39.8 mmol) in dry acetonitrile (5 ml) was then added over 10 minutes. The mixture was stirred at ambient temperature for 4 hours and then the acetonitrile evaporated in vacuo to give 2-(2-aminoethoxy)-2-oxo-1,3,2-dioxaphospholane as a viscous oil.

Workup

  1. additionwas added
  2. customthe acetonitrile evaporated in vacuo

Sources & evidence

ORD record
ord-bd8094a4e57049e5aedca3e4fe7494fa
Source dataset
uspto-grants-1997_02
Patent number
US05599587

Reaction notes

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