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

HRID 1767334노트

반응식

HRID 1767334 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 stiffed 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]

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-4d6a3f7440d44da0940eeac6a7c366f5
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07232909B2

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