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Dimethyl maleate → Dimethyl (dimethoxyphosphinyl)succinate

HRID 225203
Notes
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Reaction equation

HRID 225203 reaction equation
[C:1]([O:9][CH3:10])(=[O:8])/[CH:2]=[CH:3]\[C:4]([O:6][CH3:7])=[O:5].[P:11]([O-:16])([O:14][CH3:15])[O:12][CH3:13]>C[O-].[Na+]>[CH3:13][O:12][P:11]([CH:2]([C:1]([O:9][CH3:10])=[O:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5])(=[O:16])[O:14][CH3:15]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 5271565Dimethyl maleateHCID 21884954Dimethylphosphite

Product 1

HCID 102330Dimethyl (dimethoxyphosphinyl)succinate

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideSolvent

Conditions

Temperature
100 °C

Procedure

20 ml of 5% sodium methylate solution are added dropwise to 144 g (1 mol) of dimethyl maleate and 110 g of dimethyl phosphite until the exothermic reaction is completed. The reaction mixture is stirred for a further 30 minutes at 100° C. and then freed from low volatility constituents.

Sources & evidence

ORD record
ord-a86589083614466a91c3fab371711d9b
Source dataset
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04235976

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes