Triethyl phosphite → Methyl (diethoxyphosphoryl)methoxyacetate

HRID 390614Notes

Reaction equation

HRID 390614 reaction equation
Cl[CH2:2][O:3][CH2:4][C:5]([O:7][CH3:8])=[O:6].[P:9]([O:16]CC)([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12]>>[CH2:11]([O:10][P:9]([CH2:2][O:3][CH2:4][C:5]([O:7][CH3:8])=[O:6])([O:13][CH2:14][CH3:15])=[O:16])[CH3:12]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 22034352Methyl chloromethoxyacetate

Product 1

HCID 85679938Methyl (diethoxyphosphoryl)methoxyacetateYield 100.7%

Conditions

Temperature
150 °C

Procedure

26 g (186 mmol) of methyl chloromethoxyacetate and 32 mL (186 mmol) of triethyl phosphite are placed in a round-bottomed flask and heated at 150° C. for 3 hours. The reaction progress is monitored by NMR. The reaction medium is concentrated under vacuum. 45 g (100%) of methyl (diethoxyphosphoryl)methoxyacetate are obtained directly in the form of a colorless liquid.

Workup

  1. concentrationThe reaction medium is concentrated under vacuum

Sources & evidence

ORD record
ord-f763b70300064a05a1b402dc1807d717
Source dataset
uspto-grants-2013_02
Patent number
US08383652B2

Reaction notes

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