Ammonium formate → 4-Benzo[1,3]dioxol-4-yl-piperidine

HRID 1909357노트

반응식

HRID 1909357 반응식
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=3)[C:5]=2[O:4][CH2:3]1.C([O-])=O.[NH4+]>CO.[Pd]>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[C:5]=2[O:4][CH2:3]1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 706564464-(Benzo[1,3]dioxol-4-yl)-1,2,3,6-tetrahydropyridine hydrochloride

생성물 1

HCID 706572904-Benzo[1,3]dioxol-4-yl-piperidine수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Pd/C 10% (169 mg, 159 μmol,) was added to a solution of 4-(benzo[1,3]dioxol-4-yl)-1,2,3,6-tetrahydropyridine hydrochloride (760 mg, 3.17 mmol) and ammonium formate (1.00 g, 15.9 mmol) in methanol (28.8 ml) under argon. After refluxing for 60 min the reaction mixture was cooled to room temperature, filtrated and concentrated under reduced pressure. Saturated sodium bicarbonate solution was added to the residue and the mixture was extracted with dichloromethane (3×25 mL). The organic layers were dried over MgSO4 and concentrated in vacuo to yield the title compound as a white solid (0.654 grs, 100%). MS (ISP) m/z=206.0[(M+H)+].

후처리

  1. temperatureAfter refluxing for 60 min the reaction mixture
  2. filtrationfiltrated
  3. concentrationconcentrated under reduced pressure
  4. additionSaturated sodium bicarbonate solution was added to the residue
  5. extractionthe mixture was extracted with dichloromethane (3×25 mL)
  6. dry with materialThe organic layers were dried over MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ae532a8722ee49fe9ab6be0c258bebc9
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598357B2

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