Tetrabutylammonium Fluoride → 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol

HRID 1061870

Reaktionsgleichung

[Si]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([C:24]1[N:25]=[CH:26][N:27]([C:29]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:28]=1)([OH:23])[CH:20]([CH3:22])[CH3:21])[CH:13]=[CH:12]2)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:23][C:19]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([OH:8])[CH:18]=[CH:17]2)([C:24]1[N:25]=[CH:26][N:27]([C:29]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=1)[CH:20]([CH3:21])[CH3:22]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

1-(6-tert-Butyldimethylsilyloxy-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (35.0 g) was dissolved in THF (100 mL) and cooled to 0° C. A solution (1 M: 100 mL) of tetrabutylammonium fluoride in THF was added dropwise. The mixture was stirred at room temperature for 1 hr., and the solvent was evaporated and water was added to the residue. The resulting precipitate was collected by filtration, washed with ether and water and dried to give the title compound (28.3 g) as a colorless powder.

Aufarbeitung

custom, and the solvent was evaporated
additionwater was added to the residue
filtrationThe resulting precipitate was collected by filtration
washwashed with ether and water
customdried

Quellen und Nachweise

ORD-Eintrag: ord-f1ab5871e07143e3888a53eb3d5ce653
Quelldatensatz: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06960586B2

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