Ethyl Acetate → (1-Methyl-1H-indazol-5-YL)methanol

HRID 1498900ノート

反応式

HRID 1498900 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17](OCC)=[O:18])=[CH:14][CH:15]=2)[CH:10]=[N:9]1.C(OCC)(=O)C>O1CCCC1.C(=O)(O)[O-].[Na+]>[CH3:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][OH:18])=[CH:14][CH:15]=2)[CH:10]=[N:9]1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 68642052HCID 68642052、化合物

生成物 1

HCID 44119264(1-Methyl-1H-indazol-5-YL)methanol収率 66.1%

試薬・触媒・溶媒 2

HCID 516892Sodium Bicarbonate触媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium aluminum hydride (300 mg, 7.83 mmol) was suspended in tetrahydrofuran (20 ml); and under an ice cooling, a solution (10 ml) of ethyl 1-methyl-1H-indazole-5-carboxylate (800 mg, 3.92 mmol) prepared in the Step 4-1-3-A in tetrahydrofuran was slowly added thereto. After the mixture was stirred under an ice cooling for 30 minutes, 5 drops of a saturated sodium bicarbonate solution were slowly added to the mixture. Ethyl acetate was added to the mixture, and 5 drops of a saturated sodium bicarbonate solution was further added thereto. The precipitate was removed by filtration, and the filtrate was concentrated. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (420 mg, 66%) as a light-brown powder.

後処理

  1. additionwas slowly added
  2. additionwas further added
  3. customThe precipitate was removed by filtration
  4. concentrationthe filtrate was concentrated
  5. customThe concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-7915fe22a53a4de9a72f63468c919adc
出典データセット
uspto-grants-2015_12
特許番号
US09200008B2

反応ノート

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