Triethoxysilane → HCID 57687986, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]([O:15][CH2:16][CH:17]=[CH2:18])([C:11]([O:13][CH3:14])=[O:12])[CH2:6][C:7]([O:9][CH3:10])=[O:8].[CH2:20]([O:22][SiH:23]([O:27][CH2:28][CH3:29])[O:24][CH2:25][CH3:26])[CH3:21]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]([C:11]([O:13][CH3:14])=[O:12])([O:15][CH2:16][CH2:17][CH2:18][Si:23]([O:27][CH2:28][CH3:29])([O:24][CH2:25][CH3:26])[O:22][CH2:20][CH3:21])[CH2:6][C:7]([O:9][CH3:10])=[O:8]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
In a round-bottom flask, 3-allyloxy-3-methoxycarbonyl-pentanedioic acid dimethyl ester (2.74 g, 10 mmol) was introduced in 25 mL of dry toluene, followed by triethoxysilane (2.63 g, 16 mmol). Hydrosilylation catalyst, platinum-divinyltetramethyldisiloxane complex in xylenes solution (0.02 mL), was added and the mixture was stirred at 80° C. in a dry atmosphere for 16 hours. The volatiles were then removed in vacuo. The residue was dissolved in dry dichloromethane, a spatula of activated carbon was added, and the mixture was stirred for 3 hours under nitrogen. The mixture was then filtered over a 0.45 μm Teflon filter and the solution was evaporated to dryness to yield the title compound (3.75 g, 86%) as an oil that was used without further purification.
Workup
- customThe volatiles were then removed in vacuo
- dissolutionThe residue was dissolved in dry dichloromethane
- additiona spatula of activated carbon was added
- stirringthe mixture was stirred for 3 hours under nitrogen
- filtrationThe mixture was then filtered over a 0.45 μm Teflon
- filtrationfilter
- customthe solution was evaporated to dryness
Sources & evidence
- ORD record
- ord-fd54503630f34b0bad54ca78c4f4f45d
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08168741B2
Reaction notes
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