Triethyl phosphite → Benzyl (diethoxyphosphoryl)acetate

HRID 2170517Notes

Reaction equation

HRID 2170517 reaction equation
[CH2:1]([O:8][C:9](=[O:12])[CH2:10]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:13]([O:15][P:16]([O:20]CC)[O:17][CH2:18][CH3:19])[CH3:14]>>[CH2:1]([O:8][C:9](=[O:12])[CH2:10][P:16]([O:17][CH2:18][CH3:19])([O:15][CH2:13][CH3:14])=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 62576Benzyl bromoacetate

Product 1

HCID 281239Benzyl (diethoxyphosphoryl)acetateYield 80.3%

Procedure

The mixture of bromo-acetic acid benzyl ester (229 g, 1.0 mol) and phosphorous acid triethyl ester (166 g, 1.0 mol) was stirred at reflux for 10 hrs and the solvent was evaporated in vacuo to give crude (diethoxy-phosphoryl)-acetic acid benzyl ester (230 g) which was directly used for next step.

Workup

  1. temperatureat reflux for 10 hrs
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-74ab55953b9748ec8c6d2eb897d01782
Source dataset
uspto-grants-2015_06
Patent number
US09051280B2

Reaction notes

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