Allyl acetate → 1-Propanol, 3-(triethoxysilyl)-, 1-acetate

HRID 1489884Notes

Reaction equation

[C:1]([O:4][CH2:5][CH:6]=[CH2:7])(=[O:3])[CH3:2].[CH2:8]([O:10][SiH:11]([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])[CH3:9]>C(#N)C1C=CC=CC=1>[C:1]([O:4][CH2:5][CH2:6][CH2:7][Si:11]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])[O:10][CH2:8][CH3:9])(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

Into a 200-ml four-necked glass flask equipped with a thermometer, condenser, stirrer, and dropping funnel were introduced 46.0 g (0.46 mol) of allyl acetate and 184 μl of a 0.05M benzonitrile solution of H2PtCl6.6H2O. The contents were heated to 60° C., followed by dropwise addition of 75.6 g (0.46 mol) of triethoxysilane thereto over a period of 30 minutes. Thereafter, the mixture was reacted at 60° C. for 3 hours. The reaction product was purified by vacuum distillation (88° to 85° C./2 mmHg). Thus, triethoxysilylpropyl acetate as the objective compound was obtained in a yield of 89.2% (purity determined by gas chromatography, 99.3%).

Workup

customInto a 200-ml four-necked glass flask equipped with a thermometer, condenser, stirrer
customThereafter, the mixture was reacted at 60° C. for 3 hours
distillationThe reaction product was purified by vacuum distillation (88° to 85° C./2 mmHg)

Sources & evidence

ORD record: ord-08c0c58c744b4834912396fffc490409
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05679821

Reaction notes

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