Triethyl Phosphate → Phosphonic acid, [(2,6-dichlorophenyl)methyl]-, diethyl ester

HRID 1154975Notes

Reaction equation

HRID 1154975 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH2:4]Cl.[P:11](OCC)([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12]>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH2:4][P:11](=[O:12])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 6535Triethyl PhosphateHCID 748322,6-Dichlorobenzyl chloride

Product 1

HCID 2795329Phosphonic acid, [(2,6-dichlorophenyl)methyl]-, diethyl ester

Procedure

2,6-Dichlorobenzyl chloride (1200 grams) and triethyl phosphate (1115 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated for a period of 60 minutes until the temperature reached 195° C. After this time the mixture was cooled and thereafter distilled under reduced pressure to yield the desired product O,O-diethyl 2,6-dichlorobenzylphosphonate having a boiling point of 158° to 168° C. at 0.4-0.6 mm of Hg pressure.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture was heated for a period of 60 minutes until the temperature
  4. customreached 195° C
  5. temperatureAfter this time the mixture was cooled
  6. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-1b20219ce2314068a64e8ea3ea048e39
Source dataset
uspto-grants-1981_11
Patent number
US04299615

Reaction notes

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