Diethyl Ether → Ethyl 1-benzoylpiperidine-4-carboxylate

HRID 962729ノート

反応式

HRID 962729 の反応式
[NH:1]1[CH2:11][CH2:10][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:3][CH2:2]1.CCOCC.C(=O)([O-])[O-].[Na+].[Na+].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(OCC)(=O)C.O>[C:23]([N:1]1[CH2:2][CH2:3][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:10][CH2:11]1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 70770Ethyl 4-piperidinecarboxylate

生成物 1

HCID 735824Ethyl 1-benzoylpiperidine-4-carboxylate収率 92%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a ice cold, stirred mixture of 55 g of ethyl isonipecotate, 200 mL of ether, 200 mL of saturated sodium carbonate and 200 mL of water was added dropwise 40 mL of benzoyl chloride. The resulting mixture was allowed to warm and stir overnight, diluted with 200 mL of ethyl acetate and separated. The organic layer was washed with 200 mL of 1N hydrochloric acid, dried over MgSO4, and concentrated. Drying the residue under vacuum gave 83.3 g (92%) of ethyl 1-benzoyl-4-piperidinecarboxylate as a white solid.

後処理

  1. temperatureto warm
  2. customseparated
  3. washThe organic layer was washed with 200 mL of 1N hydrochloric acid
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customDrying the residue under vacuum

出典と根拠

ORDレコード
ord-d65b9e2e83804b12b1091a73126a5e22
出典データセット
uspto-grants-1998_06
特許番号
US05760054

反応ノート

読み込み中…