Water → 4-(Quinolin-2-ylmethoxy)aniline

HRID 727806

反応式

HRID 727806 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.O>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

6

反応物 3

HCID 962WaterHCID 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 then added and the mixture was warmed to 35° C. 63.1 g (1.26 mol) of hydrazine hydrate ×H2O 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 mixture was then washed with water and conc. hydrochloric acid was added to the organic phase. The precipitate deposited was filtered off, washed with 2 N hydrochloric acid, dissolved in water and 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 mixture was then washed with water and conc. hydrochloric acid
  4. additionwas added to the organic phase
  5. filtrationThe precipitate deposited was filtered off
  6. washwashed with 2 N hydrochloric acid
  7. dissolutiondissolved in water
  8. customThe residue was dried in vacuo

出典と根拠

ORDレコード
ord-ed44bba192c04457973ed487570d6496
出典データセット
uspto-grants-1991_09
特許番号
US05045547

関連ノート

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