Methanol → Tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate

HRID 1881681노트

반응식

HRID 1881681 반응식
[C:1](N1C=CN=C1)(N1C=CN=C1)=O.[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]1[CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[O:19])([CH3:16])([CH3:15])[CH3:14].CO>C(Cl)Cl>[CH3:1][O:30][C:29](=[O:31])[CH2:28][CH2:27][CH2:26][CH:21]1[CH2:22][CH2:23][CH2:24][CH2:25][N:20]1[C:18]([O:17][C:13]([CH3:16])([CH3:14])[CH3:15])=[O:19]

참가 물질

5

반응물 3

HCID 887MethanolHCID 682631,1'-CarbonyldiimidazoleHCID 579041914-{1-[(tert-Butoxy)carbonyl]piperidin-2-yl}butanoic acid

생성물 1

HCID 57904248Tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,1′-Carbonyldiimidazole (23.3 g, 143.7 mmol) was added to a solution of 4-(1-tert-butoxycarbonyl)piperidin-2-yl)butanoic acid (2) (26 g, 95.8 mmol) in methylene chloride. The reaction mixture was stirred at room temperature for 1 h. Methanol (19.4 ml, 479 mmol) was then added and the reaction mixture was stirred overnight. The complete reaction was checked by means of TLC. When the reaction was complete, the reaction mixture was washed 3× with sat. NH4Cl solution (aqueous) and 2× with sat. NaCl solution. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure to obtain tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate (3) (25.67 g, 94%).

후처리

  1. stirringthe reaction mixture was stirred overnight
  2. customThe complete reaction
  3. washthe reaction mixture was washed 3× with sat. NH4Cl solution (aqueous) and 2× with sat. NaCl solution
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0a5e6dc1e6bd4e86b3202561764af01e
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318769B2

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