4-Chloro-1,2-dinitrobenzene → ethyl P-methyl-2-nitro-5-chlorophenylphosphinate

HRID 1388779Notes

Reaction equation

HRID 1388779 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N+]([O-])=O)[CH:3]=1.[CH3:14][P:15]([O:19]CC)[O:16][CH2:17][CH3:18]>C(#N)C>[CH3:14][P:15]([C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9])(=[O:19])[O:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 330974-Chloro-1,2-dinitrobenzeneHCID 85063Diethyl methylphosphonite

Product 1

HCID 53860251ethyl P-methyl-2-nitro-5-chlorophenylphosphinate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 4-chloro-1,2-dinitrobenzene (13.2 g, 65.0 mmol) dissolved in acetonitrile (150 ml) is added, dropwise, diethyl methylphosphonite (16.0 g, 117.6 mmol). The mixture is stirred at RT for 20 hours, after which it is concentrated. The crude product is purified by column chromatography (developing with 50% ethyl acetate/hexane) to yield ethyl P-methyl-2-nitro-5-chlorophenylphosphinate.

Workup

  1. additionis added
  2. concentrationafter which it is concentrated
  3. customThe crude product is purified by column chromatography (developing with 50% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-f534d54f705d4b1c92270558c62fd064
Source dataset
uspto-grants-1984_02
Patent number
US04433149

Reaction notes

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