Maleic Anhydride → 5-(Trimethoxysilyl)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione

HRID 1904346Notes

Reaction equation

HRID 1904346 reaction equation
[CH3:1][O:2][Si:3]([O:10][CH3:11])([O:8][CH3:9])[C:4]([CH:6]=[CH2:7])=[CH2:5].[C:12]1(=[O:18])[O:17][C:15](=[O:16])[CH:14]=[CH:13]1>>[CH3:1][O:2][Si:3]([O:8][CH3:9])([O:10][CH3:11])[C:4]1[CH2:5][CH:13]2[C:12](=[O:18])[O:17][C:15](=[O:16])[CH:14]2[CH2:7][CH:6]=1

Participants

3

Reactant 2

HCID 7923Maleic AnhydrideHCID 13330888(Buta-1,3-dien-2-yl)(trimethoxy)silane

Product 1

HCID 133308935-(Trimethoxysilyl)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dioneYield 85%

Procedure

To 0.36 g (2.1 mmol) of 2-(trimethoxy)silyl-1,3-butadiene [II], were added 0.19 g (1.9 mmol) of maleic acid anhydride [III]at room temperature and stirred for one hour. After the reaction was over, the reaction product was separated on chromotography using silica gel and developing with a mixed solvent of n-hexane-diethyl ether to obtain 0.44 g of 4-(trimethoxy)silyl-1,2,3,6-tetrahydrophthalic acid anhydride [I](yield: 80 %, liquid).

Workup

  1. customwas separated on chromotography

Sources & evidence

ORD record
ord-2577caf040d845b491ffbe8e9ef367f5
Source dataset
uspto-grants-1989_06
Patent number
US04837339

Reaction notes

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