Ethyl chloroacetate → Ethyl (dimethoxyphosphinoyl)acetate

HRID 1493822

Reaction equation

HRID 1493822 reaction equation
Cl[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[P:8]([O:13]C)([O:11][CH3:12])[O:9][CH3:10]>>[CH2:6]([O:5][C:3](=[O:4])[CH2:2][P:8]([O:11][CH3:12])([O:9][CH3:10])=[O:13])[CH3:7]

Participants

3

Reactant 2

HCID 7751Ethyl chloroacetateHCID 8472Trimethyl phosphite

Product 1

HCID 67555Ethyl (dimethoxyphosphinoyl)acetate

Conditions

Temperature
130 °C

Procedure

An amount of 340.8 g of ethyl chloroacetate was mixed with 496 g of trimethyl phosphite in a reactor fitted with a thermometer, nitrogen inlet and a fractionation column (containing 5 mm Raschig rings as packing) topped with a variable reflux condenser. The reactor was heated to enable slow reflux in the column only followed by a slow increase in the temperature from 110 to 150 degrees C. over 10 hours and maintained at about this temperature. The pressure was reduced to 11 mm Hg and volatile material was removed on heating the reactor slowly from 50 to 140 degrees C. The yield of the pure product obtained was 85%.

Workup

  1. customfitted with a thermometer, nitrogen inlet
  2. additiona fractionation column (containing 5 mm Raschig rings as packing)
  3. customtopped with a variable reflux condenser
  4. temperatureThe reactor was heated
  5. temperatureto enable slow reflux in the column
  6. temperaturemaintained at about this temperature
  7. customwas removed
  8. temperatureon heating the reactor slowly from 50 to 140 degrees C
  9. customThe yield of the pure product obtained

Sources & evidence

ORD record
ord-d2b9fc54ff44472182a0eb9a5c9e0c90
Source dataset
uspto-grants-1991_06
Patent number
US05025002

Linked notes

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