Trimethoxysilane → HCID 86614224, compound

HRID 1618061Notes

Reaction equation

HRID 1618061 reaction equation
[CH3:1][O:2][SiH:3]([O:6][CH3:7])[O:4][CH3:5].[CH2:8]([O:10][C:11](=[O:29])[C:12](=[CH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH:27]=[CH2:28])=[CH:21][CH:20]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:9]>C1(C)C=CC=CC=1>[CH2:16]([O:15][C:13](=[O:14])[C:12](=[CH:18][C:19]1[CH:20]=[CH:21][C:22]([O:25][CH2:26][CH2:27][CH2:28][Si:3]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:1])=[CH:23][CH:24]=1)[C:11]([O:10][CH2:8][CH3:9])=[O:29])[CH3:17]

Participants

4

Reactant 2

HCID 17215TrimethoxysilaneHCID 13486206HCID 13486206, compound

Product 1

HCID 86614224HCID 86614224, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

A 250 ml round bottom flask, equipped with a reflux condenser and an oil bath with a magnetic stirrer was charged with 10.0 g (82 mmol) trimethoxysilane and 5.0 g (16.4 mmol) of 2-[[4-(prop-2-enyloxy)benzylidene]-malonic acid diethyl ester in 100 ml of toluene under nitrogen atmosphere. The reaction mixture was heated to 70° C. and a catalytic amount of divinyl-tetramethyl disiloxane platinum complex was added. After the reaction mixture was heated for 2 hours, the solution was concentrates and filtrated over Celite to yield 6.2 g (88%) of crude 2-[[4-[3-(trimethoxysilyl)propoxy]benzylidene]-malonic acid diethyl ester as yellow oil. UV (ethanol) 312 nm (24′793).

Workup

  1. customA 250 ml round bottom flask, equipped with a reflux condenser and an oil bath with a magnetic stirrer
  2. additiona catalytic amount of divinyl-tetramethyl disiloxane platinum complex was added
  3. temperatureAfter the reaction mixture was heated for 2 hours
  4. filtrationfiltrated over Celite

Sources & evidence

ORD record
ord-deb5c7af174444069f38b0006db87eea
Source dataset
uspto-grants-2014_07
Patent number
US08765967B2

Reaction notes

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