Water → 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propan-1-ol

HRID 606457ノート

反応式

HRID 606457 の反応式
[C:1]1([C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:8]2[CH:12]=[N:11][C:10]([CH2:13][CH2:14][C:15](OCC)=[O:16])=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:26]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:8]2[CH:12]=[N:11][C:10]([CH2:13][CH2:14][CH2:15][OH:16])=[N:9]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66769033ethyl 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoate

生成物 1

HCID 667692713-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propan-1-ol収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of ethyl 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoate obtained in Reference Example 24 (700 mg, 1.70 mmol) in THF (5 mL) was added to a suspension of lithium aluminum hydride (84.0 mg, 2.21 mmol) in THF (5 mL) at 0° C., and the mixture was stirred at 0° C. for 5 hr, and then at room temperature for 15 hr. Water and 1N aqueous sodium hydroxide solution were added to the mixture, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (0-80% ethyl acetate/hexane) to give the title compound as a white powder (289 mg, 46%).

後処理

  1. waitat room temperature for 15 hr
  2. filtrationthe insoluble material was filtered off
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (0-80% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-c3d1591e725e4b6683d85e67debe58be
出典データセット
uspto-grants-2011_03
特許番号
US07915267B2

反応ノート

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