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2-Bromoethanol → 2-((4-(4-Nitrophenoxy)quinolin-7-yl)oxy)ethanol

HRID 2277387
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HRID 2277387 반응식
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([OH:19])=[CH:16][CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[K+].Br[CH2:25][CH2:26][OH:27]>CN(C=O)C>[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:19][CH2:25][CH2:26][OH:27])=[CH:16][CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 108982-BromoethanolHCID 14797Potassium HydroxideHCID 1363502994-(4-Nitrophenoxy)quinolin-7-ol

생성물 1

HCID 681939552-((4-(4-Nitrophenoxy)quinolin-7-yl)oxy)ethanol수율 12.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
45 °C

실험 절차

To a solution of 4-(4-nitrophenoxy)quinolin-7-ol (2.82 g, 10 mmol) in DMF (20 mL) was added KOH pellets (1.12 g, 20 mmol) and 2-bromoethanol (1.87 g, 15 mmol) at room temperature. The reaction was then warmed up to 45° C. and stirred for 12 hours. The mixture was then concentrated in vacuo and the residue was purified by a column chromatography on silica gel (EtOAc/PE=1:1) to give the title compound as a pale yellow solid (417 mg, 12.8%).

후처리

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe residue was purified by a column chromatography on silica gel (EtOAc/PE=1:1)

출처 및 근거

ORD 기록
ord-490cdf0df1d54f318a09df8d2195db5f
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133162B2

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