Triethoxysilane → 2-methoxy-4-[(E)2-methoxycarbonyl-vinyl]phenyl 4-(4-triethoxysilanylbutyloxy)benzoate

HRID 1739493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1739493
[CH2:1]([O:5][C:6]1[CH:28]=[CH:27][C:9]([C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[C:21]([O:23][CH3:24])=[O:22])=[CH:15][C:14]=2[O:25][CH3:26])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH:3]=[CH2:4].[CH2:29]([O:31][SiH:32]([O:36][CH2:37][CH3:38])[O:33][CH2:34][CH3:35])[CH3:30]>C([Si](C=C)(C)O[Si](C)(C)C)=C.[Pt].C1(C)C=CC=CC=1>[CH2:29]([O:31][Si:32]([O:36][CH2:37][CH3:38])([O:33][CH2:34][CH3:35])[CH2:4][CH2:3][CH2:2][CH2:1][O:5][C:6]1[CH:28]=[CH:27][C:9]([C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[C:21]([O:23][CH3:24])=[O:22])=[CH:15][C:14]=2[O:25][CH3:26])=[O:11])=[CH:8][CH:7]=1)[CH3:30]

Komponenten

5

Edukt 2

HCID 13830Triethoxysilane2×HCID 218413722-methoxy-4-[(E)2-methoxycarbonyl-vinyl]phenyl 4-(3-butenyloxy)benzoate

Produkt 1

HCID 218412092-methoxy-4-[(E)2-methoxycarbonyl-vinyl]phenyl 4-(4-triethoxysilanylbutyloxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 86614225Platinum divinyltetramethyldisiloxaneKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Air was conducted for 30 min. into a mixture of 1 g of 2-methoxy-4-[(E)2-methoxycarbonyl-vinyl]phenyl 4-(3-butenyloxy)benzoate, 0.480 ml of triethoxysilane, 10 ml of toluene and 0.017 ml of platinum divinyltetramethyldisiloxane (3-3.5% in toluene) and the mixture was then stirred at 60° C. for 1 hr. Then, a further 0.1 ml of triethoxysilane was added and the mixture was left to react at 60° C. for 16 hrs. The reaction mixture was thereafter cooled to room temperature and partitioned between ethyl acetate and water. The organic phase was thereupon dried over magnesium sulphate, filtered and evaporated to dryness. Chromatography on 150 g of silica gel with toluene/ethyl acetate (19:1 to 9:1) gave 0.60 g of 2-methoxy-4-[(E)2-methoxycarbonyl-vinyl]phenyl 4-(4-triethoxysilanylbutyloxy)benzoate as a colorless liquid, λmax. (CH2Cl2): 279 nm.

Aufarbeitung

  1. waitthe mixture was left
  2. customto react at 60° C. for 16 hrs
  3. temperatureThe reaction mixture was thereafter cooled to room temperature
  4. custompartitioned between ethyl acetate and water
  5. dry with materialThe organic phase was thereupon dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-d2945cece13f4c8ba2f92c02530eb2f9
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05965761

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