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

HRID 412246노트

반응식

HRID 412246 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3e7be616785a4054b21c1eda668180ac
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562811B1

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