Trimethyl phosphite → HCID 13287894, compound

HRID 2418667Notes

Reaction equation

HRID 2418667 reaction equation
[P:1]([O:6][CH3:7])([O:4][CH3:5])[O:2]C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17](Cl)=[O:18])=[CH:11][CH:10]=1>C(OCC)C>[CH3:5][O:4][P:1]([C:17](=[O:18])[CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([Cl:8])=[CH:10][CH:11]=1)(=[O:2])[O:6][CH3:7]

Participants

4

Reactant 2

HCID 8472Trimethyl phosphiteHCID 122065164-Chlorobenzenepropanoyl chloride

Product 1

HCID 13287894HCID 13287894, compoundYield 74.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

At 0° C., a solution of 3.6 g of trimethyl phosphite in 10 ml of diethyl ether is added dropwise to a solution of 5.1 g of 3-(4-chlorophenyl)propionic acid chloride in 25 ml of diethyl ether. The mixture is first stirred for 2.5 hours at 0° C., then another 2 hours at room temperature. After concentration of the solution, the residue is distilled with the use of a bulb tube at 200°-205° C. and a pressure of 0.02 mm, yielding 5.2 g (74%) of 3-(4-chlorophenyl)-1-oxopropane-1-phosphonic acid dimethyl ester.

Workup

  1. customanother 2 hours
  2. customat room temperature
  3. distillationAfter concentration of the solution, the residue is distilled with the use of a bulb tube at 200°-205° C.

Sources & evidence

ORD record
ord-376872de6f1746b88a6866da15c37f0c
Source dataset
uspto-grants-1984_09
Patent number
US04473560

Reaction notes

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