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

HRID 349214

反応式

HRID 349214 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dcc4f9d586d94235b4790ce949c04575
出典データセット
uspto-grants-2007_02
特許番号
US07179818B2

関連ノート

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