Triethyl phosphite → Methyl 4-(diethoxyphosphorylmethyl)benzoate

HRID 747696Notes

Reaction equation

HRID 747696 reaction equation
[P:1]([O:8][CH2:9][CH3:10])([O:5]CC)[O:2][CH2:3][CH3:4].Br[CH2:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1>>[CH2:9]([O:8][P:1]([CH2:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1)([O:2][CH2:3][CH3:4])=[O:5])[CH3:10]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 256687Methyl 4-(bromomethyl)benzoate

Product 1

HCID 10946061Methyl 4-(diethoxyphosphorylmethyl)benzoate

Procedure

6.64 g (40 mmol) of triethyl phosphite was added to 2.29 g (10 mmol) of methyl 4-(bromomethyl)benzoate, and the resultant mixture was stirred at 150° C. for 19 hours. The mixture was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. customThe mixture was purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-0a22e02a093441cdbabdf6f46674e055
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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