Sodium Hydroxide → (1-Butylpiperidin-4-yl)methanol

HRID 1586451

反応式

HRID 1586451 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:11]1[CH2:21][CH2:20][CH:14]([C:15](OCC)=[O:16])[CH2:13][CH2:12]1)[CH2:8][CH2:9][CH3:10].C(N1CCC(C(O)=O)CC1)CCC.[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1.O>[CH2:7]([N:11]1[CH2:21][CH2:20][CH:14]([CH2:15][OH:16])[CH2:13][CH2:12]1)[CH2:8][CH2:9][CH3:10]

参加物

8

反応物 5

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 9990801Ethyl 1-butylpiperidine-4-carboxylateHCID 178926961-n-Butylisonipecotic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 10241250(1-Butylpiperidin-4-yl)methanol収率 115.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A suspension of lithium aluminum hydride (1.39 g) in THF (100 ml) was ice-cooled, to which was added dropwise a solution of a mixture (4.15 g) of ethyl 1-n-butylisonipecotate and 1-n-butylisonipecotic acid obtained in Preparation Example 19 in THF (100 ml) over a period of 15 minutes with stirring. The mixture was stirred under ice-cooling for 10 minutes, and then at room temperature for 30 minutes. To the reaction solution were successively added water (2 ml), a 15% aqueous solution of sodium hydroxide (2 ml), water (6 ml) and anhydrous magnesium sulfate, and the mixture was stirred at room temperature for 30 minutes. The reaction solution was filtered off with Celite, and the solvent was distilled off under reduced pressure to give the title compound (3.84 g). This compound was used for the subsequent reaction without purification.

後処理

  1. temperaturecooled, to which
  2. stirringThe mixture was stirred under ice-
  3. temperaturecooling for 10 minutes
  4. filtrationThe reaction solution was filtered off with Celite
  5. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-db8a2d6b75414c988dc0505196928f4f
出典データセット
uspto-grants-1999_08
特許番号
US05945434

関連ノート

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