Hydrochloric Acid → 3-Benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione

HRID 1497420노트

반응식

HRID 1497420 반응식
[CH2:1]([N:8]1[C:14](=[O:15])[CH:13]2[N:16](CC3C=CC=CC=3)[CH:10]([CH2:11][CH2:12]2)[C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO.[Pd]>[CH2:1]([N:8]1[C:9](=[O:24])[CH:10]2[NH:16][CH:13]([CH2:12][CH2:11]2)[C:14]1=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 166374903,8-Dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione

생성물 1

HCID 148395753-Benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione수율 80%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a stirred solution of 3,8-dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (0.00025 mol, 80 mg) in MeOH (2 mL) containing few drops of HCl was hydrogenated with 10% Pd—C (8 mg) for 4 h at room temperature. After completion of the reaction (checked by TLC), the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel, 60-120 mesh; EA-Hexane, 6:4) to afford the 3-benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (LXVI) in 80% yield.

후처리

  1. customAfter completion of the reaction (checked by TLC)
  2. filtrationthe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe crude residue was purified by column chromatography (silica gel, 60-120 mesh; EA-Hexane, 6:4)

출처 및 근거

ORD 기록
ord-ff72e006f49446feaee0918af2e179af
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199968B2

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