Ethanol → (3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazol-5-yl)methanol

HRID 2110865ノート

反応式

HRID 2110865 の反応式
[C:1]([C:5]1[CH:9]=[C:8]([C:10](OCC)=[O:11])[N:7]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][O:23][CH2:24][O:25][CH3:26])=[CH:18][CH:17]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O)C.[Cl-].[NH4+]>O1CCCC1>[C:1]([C:5]1[CH:9]=[C:8]([CH2:10][OH:11])[N:7]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([CH2:22][O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 23157202ethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylate

生成物 1

HCID 23157325(3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazol-5-yl)methanol収率 84.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylate (1.95 g, 5.41 mmol) in tetrahydrofuran (20 mL) was added lithium aluminum hydride (0.26 g, 5.5 mmol) under ice-cooling, and the mixture was stirred at room temperature for 30 min. Ethanol (10 mL) and saturated aqueous ammonium chloride solution (1.0 mL) were added to the reaction mixture. The precipitated insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue subjected to silica gel chromatography (ethyl acetate:hexane=1:1) to give the title compound (1.45 g, yield 84%) as a colorless oil.

後処理

  1. temperaturecooling
  2. filtrationThe precipitated insoluble material was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5328a687685044b6a5af7e2691c756ca
出典データセット
uspto-grants-2009_04
特許番号
US07517910B2

反応ノート

読み込み中…