Water → 1H-Indazol-3-ylmethanol

HRID 2064572

Reaktionsgleichung

[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16](OC)=[O:17])=[N:8]1.O.[OH-].[Na+]>O1CCCC1>[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH2:16][OH:17])=[N:8]1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

3.2 g of lithium aluminium hydride are added portionwise to a solution of 7.08 g of methyl 3-indazolecarboxylate in 80 ml of tetrahydrofuran, cooled to a temperature in the region of 0° C. by an ice bath. After 4 hours at a temperature in the region of 0° C., 1.6 g of lithium aluminium hydride are added. After 2 hours at a temperature in the region of 0° C., the reaction medium is treated successively with 6 ml of water and then 6 ml of aqueous 1N sodium hydroxide solution and finally 18 ml of water. The reaction mixture is filtered through paper and the aqueous filtrate is then extracted with dichloromethane. The collected organic fractions are combined, dried over magnesium sulphate and concentrated under reduced pressure at a temperature in the region of 40° C. 3.15 g of (1H-indazol-3-yl)methanol are obtained in the form of an off-white powder, the characteristics of which are as follows:

Aufarbeitung

filtrationThe reaction mixture is filtered through paper
extractionthe aqueous filtrate is then extracted with dichloromethane
dry with materialdried over magnesium sulphate
concentrationconcentrated under reduced pressure at a temperature in the region of 40° C

Quellen und Nachweise

ORD-Eintrag: ord-3e39270afb724279aeeeeb1481fd2370
Quelldatensatz: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08288425B2

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