Sodium hydride → HCID 23686862, compound

HRID 2309683Notes

Reaction equation

HRID 2309683 reaction equation
[P:1]([O-:14])([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[H-].[Na+:16].C1(CCCC(CO)CO)C=CC=CC=1>O1CCCC1.O1CCOCC1>[P:1]([O-:14])([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Na+:16]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 2130861,3-Propanediol, 2-(3-phenylpropyl)-HCID 22134086HCID 22134086, compound

Product 1

HCID 23686862HCID 23686862, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of sodium dipentyl phosphite was prepared by adding 80 g (0.36 mol) di n-pentyl phosphite to a suspension of 8.6 g (0.29 mol) 80% sodium hydride in 150 ml tetrahydrofuran followed by heating the mixture at 60° until total consumption of sodium hydride. To this solution were added 40 g (0.08 mol) ditosylate of 2-(3-phenylpropyl)-1,3-propanediol dissolved in 150 ml dioxane and the resulting mixture was heated at 80° C. overnight. After work up of the reaction, ball-tube distillation afforded 38 g (79%) of tetrapentyl 2-(3-phenylpropyl)-1,3-propylidenediphosphonate.

Workup

  1. temperatureby heating the mixture at 60°
  2. customuntil total consumption of sodium hydride
  3. customAfter work up of the reaction, ball-tube distillation

Sources & evidence

ORD record
ord-128718a4dc6647ab89e77013aa09f012
Source dataset
uspto-grants-1987_09
Patent number
US04696920

Reaction notes

Loading…