Dichloromethane → 2-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl methoxy-ethanol

HRID 512922노트

반응식

HRID 512922 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:19]=[CH:18][CH:17]=[C:16](C4CO4)[CH:15]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH:23]1([CH2:26]O)[CH2:25][CH2:24]1.[C:28](=[O:31])([O-])[O-:29].[Na+].[Na+].Cl[CH2:35]Cl>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[C:16]([CH:26]([CH:23]4[CH2:24][CH2:25]4)[CH:28]([O:31][CH3:35])[OH:29])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1

참가 물질

5

실험 절차

To a solution of epoxide 30 (3.0 g, 0.0098 mol) in dichloromethane (30.0 ml) was added cyclopropyl methanol (60.0 ml) at ambient condition and stirred for 5 minutes. To the above solution was added boron trifluoride-ethyl ether complex (3.0 ml, 0.0238 mol) slowly at such a rate so as to maintain the temperature of reaction between 25° C. to 30° C. The reaction was stirred at ambient temperature for 18 hours. A saturated aqueous solution of sodium carbonate (3.0 g) was added carefully and the resulting mixture was extracted with dichloromethane (30 ml). The organic phase was separated followed by usual workup and FC to give ether-alcohol 44 (1.5 g, 40.5%).

후처리

  1. additionTo the above solution was added boron trifluoride-ethyl ether complex (3.0 ml, 0.0238 mol) slowly at such a rate so as
  2. temperatureto maintain
  3. customthe temperature of reaction between 25° C. to 30° C
  4. stirringThe reaction was stirred at ambient temperature for 18 hours
  5. extractionthe resulting mixture was extracted with dichloromethane (30 ml)
  6. customThe organic phase was separated

출처 및 근거

ORD 기록
ord-5a15d3ce1f644f92af85239b98d01a9a
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102665B2

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