Hydrochloric Acid → Hydrochloric Acid

HRID 521016ノート

反応式

HRID 521016 の反応式
[N+:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[N:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)([O-])=O.[ClH:17]>[Pd].O=[Pt]=O.CO>[NH:9]1[CH2:10][CH2:11][CH2:12][C@@H:13]2[C:14]3[CH:15]=[CH:16][C:4]([NH2:1])=[CH:5][C:6]=3[CH2:7][C@H:8]12.[ClH:17]

参加物

7

反応物 2

HCID 313Hydrochloric AcidHCID 126342947-nitro-9H-indeno[2,1-b]pyridine

生成物 2

HCID 313Hydrochloric AcidHCID 58294569cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridin-7-ylamine

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 345198Adams' catalyst触媒HCID 887Methanol溶媒

実験手順

A mixture of 7-nitro-9H-indeno[2,1-b]pyridine (3.25 g), 10% palladium on carbon (0.35 g), and methanol (50 mL) is shaken under hydrogen atmosphere (3 bar) at room temperature for 22 h. PtO2 (0.50 g) and 4 M aqueous hydrochloric acid (3.2 mL) are then added and shaking is continued under hydrogen atmosphere (1 bar) at room temperature for another 22 h. The catalysts are separated by filtration and the filtrate is concentrated to give the crude title compound as its hydrochloric acid salt that is used without further purification or transformed to the free base by treatment with aqueous NaOH solution and extraction into ethyl acetate. Yield: 4.20 g (ca. 80% pure); LC (method 1): tR=0.52 min; Mass spectrum (ESI+): m/z=189 [M+H]+.

後処理

  1. stirringshaking
  2. customat room temperature
  3. customfor another 22 h
  4. customThe catalysts are separated by filtration
  5. concentrationthe filtrate is concentrated

出典と根拠

ORDレコード
ord-3ea8d5ca11ed41b296736aab7e4919c6
出典データセット
uspto-grants-2016_05
特許番号
US09328072B2

反応ノート

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