Toluene → Diethyl 2-nitrobenzylphosphonate

HRID 1642060Notes

Reaction equation

HRID 1642060 reaction equation
[N+:1](C(Br)C1C=CC=CC=1)([O-:3])=[O:2].C([O:14][P:15]([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])C.[C:22]1([CH3:28])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:20]([O:19][P:15]([CH2:28][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N+:1]([O-:3])=[O:2])(=[O:14])[O:16][CH2:17][CH3:18])[CH3:21]

Participants

4

Reactant 3

HCID 1140TolueneHCID 31215Triethyl phosphiteHCID 11356361Nitrobenzylbromide

Product 1

HCID 11277310Diethyl 2-nitrobenzylphosphonate

Procedure

A mixture of 1.02 g of nitrobenzylbromide and 1.08 ml of triethylphosphite in 10 ml of toluene is heated to reflux for 12 hours. From the mixture obtained solvent is evaporated. (2-Nitro-benzyl)-phosphonic acid diethyl ester is obtained.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 12 hours
  3. customFrom the mixture obtained solvent
  4. customis evaporated

Sources & evidence

ORD record
ord-8020bf7922cc4cde921b1f2d294bf530
Source dataset
uspto-grants-2012_02
Patent number
US08119617B2

Reaction notes

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