5-Isopentyl-3-methylisoxazole → 2-Amino-7-methyloct-2-en-4-one

HRID 557405ノート

反応式

HRID 557405 の反応式
[CH3:1][C:2]1[CH:6]=[C:5]([CH2:7][CH2:8][CH:9]([CH3:11])[CH3:10])[O:4][N:3]=1.[H][H]>[Pt](=O)=O.C(O)C>[NH2:3][C:2](=[CH:6][C:5](=[O:4])[CH2:7][CH2:8][CH:9]([CH3:10])[CH3:11])[CH3:1]

参加物

5

反応物 2

HCID 179931875-Isopentyl-3-methylisoxazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 714061112-Amino-7-methyloct-2-en-4-one

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

3-Methyl-5-(3-methylbutyl)isoxazole (3.90 g, 25.5 mmol) [synthesis analogous to C. Kashima et al., Bull. Chem. Soc. Jpn. 46, 310-313 (1973)] is introduced into 80 ml of ethanol, platinum (IV) oxide catalyst (390 mg, 1.72 mmol) is added, and the mixture is then hydrogenated under atmospheric pressure hydrogen for 2 h (slightly exothermic reaction). The catalyst is filtered off, the filtrate is concentrated, and the residue is purified by chromatography on a Biotage 40M cartridge (mobile phase: isohexane/ethyl acetate 3:1). The product fractions are concentrated. The resulting residue is an oil, which crystallizes after a short time. Drying in vacuo results in 3.41 g (86% of theory) of the title compound.

後処理

  1. additionis added
  2. custom(slightly exothermic reaction)
  3. filtrationThe catalyst is filtered off
  4. concentrationthe filtrate is concentrated
  5. customthe residue is purified by chromatography on a Biotage 40M cartridge (mobile phase: isohexane/ethyl acetate 3:1)
  6. concentrationThe product fractions are concentrated
  7. customcrystallizes after a short time
  8. customDrying in vacuo

出典と根拠

ORDレコード
ord-4aaa78e4f0294b5292b9b18c5568416e
出典データセット
uspto-grants-2011_11
特許番号
US08058447B2

反応ノート

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