Hydrochloric Acid → 6H-Benzo[b]quinolizin-6-one, 1,2,3,4,11,11a-hexahydro-

HRID 583255ノート

反応式

HRID 583255 の反応式
[CH2:1]1[C:10]2[N:5]([C:6](=[O:15])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH:9]=2)[CH2:4][CH2:3][CH2:2]1.Cl>C(O)C.[Pd]>[CH2:1]1[CH:10]2[N:5]([C:6](=[O:15])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9]2)[CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 12730636HCID 12730636、化合物

生成物 1

HCID 27527926H-Benzo[b]quinolizin-6-one, 1,2,3,4,11,11a-hexahydro-収率 94%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 1,3,4,6-tetrahydro-2H-benzo[b]quinolizin-6-one (4.02 g, 20.2 mmol) (M. A. Haimova, V. I. Ognyanov, and N. M. Mollov, Synthesis, 1980, 845) in ethanol (250 ml) and 2.5M hydrochloric acid (10 ml) was added 10% palladium-on-carbon (0.8 g) and the solution was shaken on a Parr Hydrogenator for 72 h. The catalyst was filtered off and the filtrate was concentrated to give an oil which was partitioned between ethyl acetate and dilute base. The dried (magnesium sulfate) organic phase was concentrated in vacuo and then placed on a high vacuum system to give the title compound as a white solid (3.8 g, 94%), m.p. 88-92° C.

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customto give an oil which
  4. customwas partitioned between ethyl acetate
  5. additiondilute base
  6. dry with materialThe dried (magnesium sulfate) organic phase
  7. concentrationwas concentrated in vacuo

出典と根拠

ORDレコード
ord-af9282bc18b04270b5bced1947c83fce
出典データセット
uspto-grants-1999_07
特許番号
US05929085

反応ノート

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