Hydroquinone → 3-(Trichlorosilyl)propyl methacrylate

HRID 1655160

Reaktionsgleichung

Reaktionsgleichung von HRID 1655160
[C:1]([O:6][CH2:7][CH:8]=[CH2:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].C1(C=CC(O)=CC=1)O.CC1C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=1.[Cl:34][SiH:35]([Cl:37])[Cl:36]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.COCCOC.C(O)C>[C:1]([O:6][CH2:7][CH2:8][CH2:9][Si:35]([Cl:37])([Cl:36])[Cl:34])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Komponenten

7

Edukt 4

HCID 785HydroquinoneHCID 7274Allyl methacrylateHCID 24811TrichlorosilaneHCID 314042,6-Di-tert-butyl-4-methylphenol2×

Produkt 1

HCID 818113-(Trichlorosilyl)propyl methacrylateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 61859Chloroplatinic acidKatalysatorHCID 20074477Dimethoxyethane ethanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A 500 cc, 3-necked, round bottomed flask, equipped with a stirrer, thermometer, addition funnel, condenser and a nitrogen blow-by was charged with 138.6 grams of allyl methacrylate, which contained 50 ppm of hydroquinone inhibitor, 0.14 gm of Ionol™ (2,6-ditert-butyl-4-methylphenol) and 0.22 ml of a 3.8% chloroplatinic acid solution in a 1,2-dimethoxyethane/ethanol mixture. The flask contents were heated to 90° C. and dropwise addition of trichlorosilane (135.5 gm, 1 mol) over a 20 minute period with cooling gave an 85% yield of 3-methacryloxypropyltrichlorosilane.

Aufarbeitung

  1. customA 500 cc, 3-necked, round bottomed flask, equipped with a stirrer
  2. additionthermometer, addition funnel, condenser
  3. temperaturewith cooling

Quellen und Nachweise

ORD-Eintrag
ord-6c35aac17dc54d83a37df0f410006ec6
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05250490

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