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

HRID 412246ノート

反応式

HRID 412246 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 my, yield; 60%).

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-3e7be616785a4054b21c1eda668180ac
出典データセット
uspto-grants-2003_05
特許番号
US06562811B1

反応ノート

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