Potassium bisulfate → 2-Ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthalene

HRID 344048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 344048
O[CH:2]1[C:11]2[C:6](=[C:7]([O:12][Si:13]([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[C:30]([O:32][CH2:33][CH3:34])=[O:31].OS([O-])(=O)=O.[K+]>C1(C)C=CC=CC=1>[CH2:33]([O:32][C:30]([C:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][Si:13]([C:26]([CH3:27])([CH3:29])[CH3:28])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:2]=1)=[O:31])[CH3:34]

Komponenten

4

Edukt 2

HCID 516920Potassium bisulfateHCID 536494731-Hydroxy-2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene

Produkt 1

HCID 545044522-Ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthaleneAusbeute 130,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 1-hydroxy-2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene (5.9 g) in toluene (100 ml) was added KHSO4 (2.0 g). The mixture was stirred for 1 hour under reflux, and then the cooled solution was washed with sat. NaHCO3 and brine. The dried solvent was evaporated in vacuo and the residue was purified by chromatography on silica gel to give 2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthalene (7.4 g).

Aufarbeitung

  1. temperatureunder reflux
  2. washthe cooled solution was washed with sat. NaHCO3 and brine
  3. customThe dried solvent was evaporated in vacuo
  4. customthe residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b5cfc83f0c4c47c6bc2cf264df80bff7
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863918

Notizen zur Reaktion

Wird geladen…