Triethyl phosphite → Methyl 4-(diethoxyphosphorylmethyl)benzoate

HRID 2416582Notes

Reaction equation

HRID 2416582 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

Conditions

Temperature
150 °C

Procedure

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

Workup

  1. additionThe reaction solution was treated by the silica gel column chromatography

Sources & evidence

ORD record
ord-32768f993ebd4e5087b12d2141fb272f
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

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