Hydrazine hydrate (1:1) → 4-(Quinolin-2-ylmethoxy)aniline

HRID 892739

反応式

HRID 892739 の反応式
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)=[CH:6][CH:5]=1)([O-])=O.O.NN>CO.O1CCCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)=[CH:20][CH:21]=1

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 137703602-[(4-Nitrophenoxy)methyl]quinoline

生成物 1

HCID 27475694-(Quinolin-2-ylmethoxy)aniline

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
35 °C

実験手順

117.8 g (0.42 mol) of 2-(4-nitrophenoxymethyl)quinoline were dissolved in 1 l of methanol/tetrahydrofuran (1:1). About 5 g of Raney nickel were added and the mixture was warmed to 35° C. 63.1 g (1.26 mol) of hydrazine hydrate were then added dropwise and the mixture was stirred overnight. The residue was filtered off, the solution was concentrated in vacuo and the residue was taken up with methylene chloride. The solution was then washed with water and conc. hydrochloric acid was added to the organic phase. The precipitate which deposited was filtered off, washed with 2N hydrochloric acid and dissolved in water, and the solution was rendered alkaline with 20% strength NaOH. The residue was dried in vacuo.

後処理

  1. filtrationThe residue was filtered off
  2. concentrationthe solution was concentrated in vacuo
  3. washThe solution was then washed with water and conc. hydrochloric acid
  4. additionwas added to the organic phase
  5. filtrationThe precipitate which deposited was filtered off
  6. washwashed with 2N hydrochloric acid
  7. dissolutiondissolved in water
  8. customThe residue was dried in vacuo

出典と根拠

ORDレコード
ord-2e4cd6db82ee48a7960663130937bec4
出典データセット
uspto-grants-1992_06
特許番号
US05120744

関連ノート

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