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

HRID 892739

반응식

HRID 892739 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 27475694-(Quinolin-2-ylmethoxy)aniline

시약·촉매·용매 2

HCID 935Nickel촉매HCID 21899815MeOH tetrahydrofuran용매

반응 조건

온도
35 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2e4cd6db82ee48a7960663130937bec4
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05120744

연결된 노트

불러오는 중…