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

HRID 1881681ノート

反応式

HRID 1881681 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0a5e6dc1e6bd4e86b3202561764af01e
出典データセット
uspto-grants-2012_11
特許番号
US08318769B2

反応ノート

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