Chloroform → Ethyl 2-(4-chlorobenzoyl)ethyl(diethoxymethyl)phosphinate

HRID 2209934Notes

Reaction equation

HRID 2209934 reaction equation
C[Si]([PH:5]([CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])([O-:9])[O:6][CH2:7][CH3:8])(C)C.[CH:17]([C:19]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)=[O:20])=[CH2:18].C(Cl)(Cl)Cl>O>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([C:19]([CH2:17][CH2:18][P:5]([CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])(=[O:9])[O:6][CH2:7][CH3:8])=[O:20])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 109208881-(4-Chlorophenyl)-2-propen-1-oneHCID 178418659HCID 178418659, compound

Product 1

HCID 14362821Ethyl 2-(4-chlorobenzoyl)ethyl(diethoxymethyl)phosphinate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

17.7 g of ethyl trimethylsilyl(diethoxymethyl)phosphonite is added dropwise to a stirred solution of 11.7 g of 4-chlorophenyl vinyl ketone under an atmosphere of nitrogen, at room temperature. The reaction mixture is stirred for a period of 1 hour, 25 ml of chloroform is added followed by 10 ml of water and this mixture is vigorously stirred for a period of 0.5 h. The organic layer is then separated, dried over magnesium sulphate and concentrated under reduced pressure to give ethyl 2-4-chlorobenzoyl-ethyl(diethoxymethyl)phosphinate as an oil, 31 p=+45.5 ppm (CDCl3).

Workup

  1. stirringthis mixture is vigorously stirred for a period of 0.5 h
  2. customThe organic layer is then separated
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-327f051aed7e43f89b42aa44e7f1db40
Source dataset
uspto-grants-1995_10
Patent number
US05457095

Reaction notes

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