Triethyl phosphonoacetate → HCID 22418304, compound

HRID 1720380Notes

Reaction equation

[CH2:1]([O:3][P:4]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[H-].[Na+].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH2:22]Cl>>[CH2:7]([O:6][P:4]([O:3][CH2:1][CH3:2])([CH:9]([CH2:22][C:21]1[CH:24]=[CH:25][CH:26]=[C:19]([O:18][CH3:17])[CH:20]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:5])[CH3:8]

Participants

Reactant 3

HCID 13345Triethyl phosphonoacetate

HCID 24758Sodium hydride

HCID 699943-Methoxybenzyl chloride

Product 1

HCID 22418304HCID 22418304, compoundYield 76%

Procedure

By working in a way similar to that described in example 11 and by using ethyl diethoxyphosphinylacetate (59 g; 0.26 moles), sodium hydride at 60% (9.33 g; 0.233 moles) and 3-methoxybenzyl chloride (20.62 g; 0.13 moles), ethyl 2-diethoxyphosphinyl-3-(3-methoxyphenyl)-propionate (34 g; 76% yield) was obtained.

Sources & evidence

ORD record: ord-11048b8c8f924e14901ff109cb462182
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05506259

Reaction notes

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