Tert-Butylamine → 1-tert-Butyl-4-piperidone

HRID 20304

反応式

HRID 20304 の反応式
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[I-].C([N+]1(C)[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1)C.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.O>[C:1]([N:5]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 6385Tert-ButylamineHCID 516892Sodium BicarbonateHCID 110975681-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide

生成物 1

HCID 738401-tert-Butyl-4-piperidone収率 60.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
78 °C

実験手順

To a solution of t-butylamine (78.2 ml, 0.74 mol) in toluene (400 ml) was added a solution of 1-ethyl-1-methyl-4-oxopiperidinium iodide (40 g, 0.148 mol) and sodium bicarbonate (1.245 g, 0.014 mol) in water (60 ml). The reaction mixture was heated at 78° C. for 6 hours and then allowed to cool to ambient temperature. The layers were separated and the aqueous layer was washed with EtOAc. The organics were combined and washed with brine, dried (MgSO4), filtered and reduced in vacuo to yield 1-tert-butyl-4-oxopiperidine (14 g) (LC/MS: Rt 0.39, [M+H]+ 156).

後処理

  1. temperatureto cool to ambient temperature
  2. customThe layers were separated
  3. washthe aqueous layer was washed with EtOAc
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-16ead13fb039460189a4c95fd97d5f44
出典データセット
uspto-grants-2010_06
特許番号
US07745638B2

関連ノート

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