Sodium Hydroxide → 3-(1-Methoxy-2-methylpropan-2-YL)isoxazol-5-amine

HRID 469760ノート

反応式

HRID 469760 の反応式
S(O)(O)(=O)=O.[OH:6][NH2:7].[CH3:8][O:9][CH2:10][C:11]([CH3:18])([CH3:17])[C:12](=O)[CH2:13][C:14]#[N:15].[OH-].[Na+]>O>[CH3:8][O:9][CH2:10][C:11]([C:12]1[CH:13]=[C:14]([NH2:15])[O:6][N:7]=1)([CH3:18])[CH3:17]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 159255Hydroxylamine, sulfate (1:1)HCID 108989285-Methoxy-4,4-dimethyl-3-oxopentanenitrile

生成物 1

HCID 534418093-(1-Methoxy-2-methylpropan-2-YL)isoxazol-5-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

Hydroxyamine sulfate (1.56 g, 9.504 mmol) is added to a stirred solution of 5-methoxy-4,4-dimethyl-3-oxo-pentanenitrile (2.95 g, 19.008 mmol) and sodium hydroxide (1.635 g, 40.865 mmol) in water (40 mL). The reaction mixture is heated in 100° C. oil bath for 6 hours. After this time, the reaction mixture is diluted with water and extracted with ethyl acetate 3 times. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel using methanol/methylene chloride provides the title compound, m/z 171 [M+H+].

後処理

  1. extractionextracted with ethyl acetate 3 times
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-35125bcd78b44407bd4275d7b7d6e45f
出典データセット
uspto-grants-2014_01
特許番号
US08629157B2

反応ノート

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