Sodium sulfate decahydrate → 2-[3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-4-(hydroxymethyl)-1H-pyrazol-1-yl]ethanol

HRID 2221873ノート

反応式

HRID 2221873 の反応式
C([O:3][C:4]([C:6]1[C:7]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[N:28]=[C:29]([C:33]4[O:34][CH:35]=[CH:36][CH:37]=4)[O:30][C:31]=3[CH3:32])=[C:21]([O:38][CH3:39])[CH:20]=2)=[N:8][N:9]([CH2:11][C:12](OCC)=[O:13])[CH:10]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.C(OCC)(=O)C>[O:34]1[CH:35]=[CH:36][CH:37]=[C:33]1[C:29]1[O:30][C:31]([CH3:32])=[C:27]([CH2:26][O:25][C:22]2[CH:23]=[CH:24][C:19]([CH2:18][O:17][C:7]3[C:6]([CH2:4][OH:3])=[CH:10][N:9]([CH2:11][CH2:12][OH:13])[N:8]=3)=[CH:20][C:21]=2[O:38][CH3:39])[N:28]=1

参加物

6

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 86605826ethyl {4-ethoxycarbonyl-3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1H-pyrazol-1-yl}acetate

生成物 1

HCID 692149362-[3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-4-(hydroxymethyl)-1H-pyrazol-1-yl]ethanol収率 70%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of ethyl {4-ethoxycarbonyl-3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1H-pyrazol-1-yl}acetate (1.24 g) in tetrahydrofuran (30 mL) was added lithium aluminum hydride (0.17 g) at 0° C. and the mixture was stirred at room temperature for 1 hr. Sodium sulfate decahydrate (1.48 g) was added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate and the precipitate was filtered off. The filtrate was concentrated to give 2-[3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-4-(hydroxymethyl)-1H-pyrazol-1-yl]ethanol as colorless crystals (0.73 g, yield 70%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 120-122° C.

後処理

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationthe precipitate was filtered off
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-9669cc373ae441da932d8390257f40d8
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

読み込み中…