Tert-butyl 3-(2-methoxyethenyl)-1-piperidinecarboxylate → tert-Butyl 3-(2-oxoethyl)piperidine-1-carboxylate

HRID 1611148ノート

反応式

HRID 1611148 の反応式
C[O:2][CH:3]=[CH:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6]1>C(O)=O>[O:2]=[CH:3][CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6]1

参加物

3

反応物 1

HCID 69249758Tert-butyl 3-(2-methoxyethenyl)-1-piperidinecarboxylate

生成物 1

HCID 22258947tert-Butyl 3-(2-oxoethyl)piperidine-1-carboxylate収率 60%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

tert-Butyl 3-(2-methoxyethenyl)-1-piperidinecarboxylate (1.16 g, 4.81 mmol) was dissolved in 90% formic acid (2 mL). The mixture was stirred at room temperature for 40 min. The mixture was then partitioned between ethyl acetate and saturated aqueous NaHCO3 solution. The separated organic phase was washed with brine, dried over Na2SO4, filtered and evaporated. Purification by column chromatography (hexane/ethyl acetate=4/1) gave tert-butyl 3-(2-oxoethyl)-1-piperidinecarboxylate as a colorless oil (652 mg, yield; 60%). [Starting Compound 2H]

後処理

  1. customThe mixture was then partitioned between ethyl acetate and saturated aqueous NaHCO3 solution
  2. washThe separated organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customPurification by column chromatography (hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-dfa4cf42235448b9bb08d335f6b60f00
出典データセット
uspto-grants-2006_01
特許番号
US06984649B1

反応ノート

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