Acetic Acid → (4-(Dimethylsilyl) phenethyl)methyldimethoxysilane

HRID 1004433Notes

Reaction equation

[CH3:1][SiH:2]([O:5][CH3:6])[O:3][CH3:4].C1(C)C=CC=CC=1.C(O)(=O)C.[CH3:18][SiH:19]([CH3:28])[C:20]1[CH:27]=[CH:26][C:23]([CH:24]=[CH2:25])=[CH:22][CH:21]=1>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.C(O)(C)C>[CH3:28][SiH:19]([CH3:18])[C:20]1[CH:27]=[CH:26][C:23]([CH2:24][CH2:25][CH2:1][SiH:2]([O:5][CH3:6])[O:3][CH3:4])=[CH:22][CH:21]=1

Participants

Conditions

Temperature: 50 °C

Procedure

325 mg Of 4-imethylsilylstyrene, 212 mg of methyldimethoxysilane, and 83 mg of toluene were placed in a glass reaction vessel and 0.005 ml of acetic acid was added. Next, 0.001 ml of an isopropyl alcohol solution of chloroplatinic acid (platinum content: 0.39 Wt. %) was added to this mixture. The reaction tube was sealed with Teflon tape and heated for 0.5 hours in an oil bath at 50° C. When the contents were analyzed by GC-MS following cooling, the conversion rate of 4-dimethylsilylstyrene was 63.6% and (4-(dimethylsilyl) phenethyl)methyldimethoxysilane was produced at a yield of 4.9%. The yield of α-(4-(dimethylsilyl)phenyl)ethyl) methyldimethoxysilane was 1.8%.

Workup

additionwas added
temperaturefollowing cooling

Sources & evidence

ORD record: ord-a25a8ae86ddc4b1aa3be2e25afd1136d
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06048994

Reaction notes

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