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Tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate → tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

HRID 1478016
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HRID 1478016 반응식
[O:1]=[C:2]1[CH2:19][CH2:18][C:5]2([CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]2)[CH:4]=[CH:3]1>C(Cl)Cl.[Pd]>[O:1]=[C:2]1[CH2:19][CH2:18][C:5]2([CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:12])[CH2:7][CH2:6]2)[CH2:4][CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 59311817Tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate

생성물 1

HCID 51072194tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate수율 59.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate (5.2 g, 19.6 mmol) in DCM (80 mL) was added 10% Pd/C (0.5 g) and the suspension was stirred under a H2 atmosphere at room temperature overnight. The reaction mixture was filtered and concentrated in vacuo, then the residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/4) to give the product as brown oil (3.1 g, 59.0%).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/4)

출처 및 근거

ORD 기록
ord-740f0a2a9e874b0ab1c987d872863d75
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09403801B2

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