Pentanal → 2-(4-n-Pentylaminophenoxymethyl)quinoline

HRID 727807

반응식

HRID 727807 반응식
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.C([BH3-])#N.[Na+].[CH:24](=O)[CH2:25][CH2:26][CH2:27][CH3:28]>CO>[CH2:24]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:18][CH:19]=1)[CH2:25][CH2:26][CH2:27][CH3:28]

참가 물질

5

반응물 3

HCID 8063PentanalHCID 27475694-(Quinolin-2-ylmethoxy)anilineHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 198018952-(4-n-Pentylaminophenoxymethyl)quinoline

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

12.5 g (0.05 mol) of the compound from Example 1 were dissolved in methanol. 2.0 g (0.03 mol) of sodium cyanoborohydride were then added in portions. 5.3 ml (0.05 mol) of pentanal were cautiously added dropwise to the solution. After stirring for 48 h at room temperature, the solution was concentrated in vacuo, the residue was dissolved in methylene chloride and the solution was washed with 2N hydrochloric acid. The organic phase was separated off, dried and concentrated in vacuo, and the residue was put through a 1000 cm3 silica gel 60 column. The system methylene chloride/ethyl acetate 7:3 was employed as the eluent.

후처리

  1. concentrationthe solution was concentrated in vacuo
  2. dissolutionthe residue was dissolved in methylene chloride
  3. washthe solution was washed with 2N hydrochloric acid
  4. customThe organic phase was separated off
  5. customdried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4e67c9e6246d42b9b21e5376d16e3cae
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05045547

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