Water → 1H-Indazol-3-ylmethanol

HRID 2182335

反応式

HRID 2182335 の反応式
[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>O1CCCC1.[OH-].[Na+]>[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

参加物

6

反応物 3

HCID 962Water2 回HCID 657476methyl 1H-indazole-3-carboxylateHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 1785200261H-Indazol-3-ylmethanol収率 52.9%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
0 °C

実験手順

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 IN 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:

後処理

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

出典と根拠

ORDレコード
ord-a1f7c8d8716f419595b3ba3f83694173
出典データセット
uspto-grants-2005_05
特許番号
US06897208B2

関連ノート

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