Potassium Carbonate → 2-Methyl-1-azabicyclo(2.2.2)octan-3-one

HRID 349214

반응식

HRID 349214 반응식
O.Cl.[CH2:3]=[C:4]1[C:9](=[O:10])[CH:8]2[CH2:11][CH2:12][N:5]1[CH2:6][CH2:7]2.C([O-])([O-])=O.[K+].[K+]>CO.O=[Pt]=O>[CH3:3][CH:4]1[C:9](=[O:10])[CH:8]2[CH2:11][CH2:12][N:5]1[CH2:6][CH2:7]2

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 162196552-Methylidene-1-azabicyclo[2.2.2]octan-3-one--hydrogen chloride--water (1/1/1)

생성물 1

HCID 123816982-Methyl-1-azabicyclo(2.2.2)octan-3-one수율 58%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 887Methanol용매

실험 절차

A mixture of 10.1 g (58.4 mmol) of 2-methylene-1-azabicyclo[2.2.2]octan-3-one hydrochloride hydrate, 8.1 g of K2CO3 and 100 mg of PtO2 in 100 mL of MeOH was hydrogenated at 10–15 psi H2 for about 1 hr. The solution was filtered through dicalite and the solvent was evaporated in vacuo. The residue was dissolved in CHCl3 and again filtered through dicalite. The filtrate was evaporated in vacuo to give 4.7 g (58% yield) of 2-methyl-1-azabicyclo[2.2.2]octan-3-one Compound 8A as a yellow oil. 1H NMR (CDCl3) 1.3 (d, 3H), 2.0 (m, 4H), 2.4 (t, 1H), 2.9 (m, 1H), 3.05 (, 1H), 3.2 (m, 3H). This material was used without further purification in the next step.

후처리

  1. filtrationThe solution was filtered through dicalite
  2. customthe solvent was evaporated in vacuo
  3. dissolutionThe residue was dissolved in CHCl3
  4. filtrationagain filtered through dicalite
  5. customThe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-dcc4f9d586d94235b4790ce949c04575
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179818B2

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