Sodium Hydroxide → {1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol

HRID 1620483ノート

反応式

HRID 1620483 の反応式
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:9][CH:8]([C:10](OC)=[O:11])[CH2:7]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:7][CH:8]([CH2:10][OH:11])[CH2:9]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86678674Methyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylate

生成物 1

HCID 86678675{1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol収率 57.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of methyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylate (341 mg) in THF (5 mL) was added a suspension of lithium aluminum hydride (38 mg) in THF (5 mL) under ice-cooling. The reaction mixture was stirred at room temperature overnight. To the reaction mixture was added 1N aqueous sodium hydroxide solution under ice-cooling. The precipitate was removed by filtration, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (180 mg).

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. customThe precipitate was removed by filtration
  4. concentrationthe filtrate was concentrated
  5. customthe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-45e20b7672d94fbe8e0a92bc877e7fab
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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