Water → 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propan-1-ol

HRID 606457Notizen

Reaktionsgleichung

[C:1]1([C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:8]2[CH:12]=[N:11][C:10]([CH2:13][CH2:14][C:15](OCC)=[O:16])=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:26]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:8]2[CH:12]=[N:11][C:10]([CH2:13][CH2:14][CH2:15][OH:16])=[N:9]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

A solution of ethyl 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoate obtained in Reference Example 24 (700 mg, 1.70 mmol) in THF (5 mL) was added to a suspension of lithium aluminum hydride (84.0 mg, 2.21 mmol) in THF (5 mL) at 0° C., and the mixture was stirred at 0° C. for 5 hr, and then at room temperature for 15 hr. Water and 1N aqueous sodium hydroxide solution were added to the mixture, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (0-80% ethyl acetate/hexane) to give the title compound as a white powder (289 mg, 46%).

Aufarbeitung

waitat room temperature for 15 hr
filtrationthe insoluble material was filtered off
concentrationThe filtrate was concentrated under reduced pressure
customthe residue was purified by silica gel column chromatography (0-80% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag: ord-c3d1591e725e4b6683d85e67debe58be
Quelldatensatz: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07915267B2

Notizen zur Reaktion

Wird geladen…