Dibutyl maleate → dibutyl N-[4-trimethoxysilyl-(2,2-dimethyl)butyl]aspartate

HRID 611733Notes

Reaction equation

[NH2:1][CH2:2][C:3]([CH3:14])([CH3:13])[CH2:4][CH2:5][Si:6]([O:11][CH3:12])([O:9][CH3:10])[O:7][CH3:8].[C:15]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])(=[O:25])/[CH:16]=[CH:17]\[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:19]>>[CH3:10][O:9][Si:6]([O:11][CH3:12])([O:7][CH3:8])[CH2:5][CH2:4][C:3]([CH3:14])([CH3:13])[CH2:2][NH:1][C@H:16]([C:15]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25])[CH2:17][C:18]([O:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:19]

Participants

Reactant 2

HCID 5271569Dibutyl maleate

HCID 219390334-Amino-3,3-dimethylbutyltrimethoxysilane

Product 1

HCID 86754949dibutyl N-[4-trimethoxysilyl-(2,2-dimethyl)butyl]aspartateYield 93%

Procedure

In a manner similar to Example 2, 110.7 g (0.5 mole) of 4-amino-3,3-dimethylbutyltrimethoxysilane was allowed to react with 114.3 g (0.5 mole) of dibutyl maleate to give 209 g dibutyl N-[4-trimethoxysilyl-(2,2-dimethyl)butyl]aspartate at 97% purity.

Sources & evidence

ORD record: ord-b8ecdeefd68747748c529fcf6a6e8b88
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06001946

Reaction notes

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