Triethyl phosphite → Diethyl 3-chloro-2-methylpropylphosphonate

HRID 1706170Notes

Reaction equation

HRID 1706170 reaction equation
Br[CH2:2][CH:3]([CH3:6])[CH2:4][Cl:5].[P:7]([O:14]CC)([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10]>>[Cl:5][CH2:4][CH:3]([CH3:6])[CH2:2][P:7](=[O:14])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 955661-Bromo-3-chloro-2-methylpropane

Product 1

HCID 20337215Diethyl 3-chloro-2-methylpropylphosphonateYield 57.2%

Procedure

A mixture of 1-bromo-3-chloro-2-methylpropane (95 g.) and triethyl phosphite (61.4 g.) was heated to reflux for 5.5 hours with stirring and then excess 1-bromo-3-chloro-2-methylpropane was distilled off under reduced pressure to give oily diethyl 3-chloro-2-methylpropylphosphonate (48.3 g.).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 5.5 hours
  3. distillationexcess 1-bromo-3-chloro-2-methylpropane was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c55080848a19478180f97cf3fdb8e005
Source dataset
uspto-grants-1980_06
Patent number
US04206156

Reaction notes

Loading…