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

HRID 20304

반응식

HRID 20304 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 738401-tert-Butyl-4-piperidone수율 60.9%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
78 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-16ead13fb039460189a4c95fd97d5f44
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745638B2

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