Sodium → (5-Fluoro-2-phenoxy-phenyl)-{5-methoxy-2-[2-(mesyloxy-)-ethoxy]-benzyl}-amine

HRID 1717514

반응식

HRID 1717514 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:6]([NH2:8])[CH:7]=1.[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]([O:26][CH2:27][CH2:28][O:29][S:30]([CH3:33])(=[O:32])=[O:31])=[C:22]([CH:25]=1)[CH:23]=O.[Na]>ClC(Cl)C.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:6]([NH:8][CH2:23][C:22]2[CH:25]=[C:18]([O:17][CH3:16])[CH:19]=[CH:20][C:21]=2[O:26][CH2:27][CH2:28][O:29][S:30]([CH3:33])(=[O:31])=[O:32])[CH:7]=1

참가 물질

6

반응물 3

HCID 5360545SodiumHCID 196271325-Fluoro-2-phenoxyanilineHCID 597658555-Methoxy-2-(2-mesyloxyethoxy)-benzaldehyde

생성물 1

HCID 86621787(5-Fluoro-2-phenoxy-phenyl)-{5-methoxy-2-[2-(mesyloxy-)-ethoxy]-benzyl}-amine수율 62%

시약·촉매·용매 2

HCID 962Water용매HCID 63651,1-Dichloroethane용매

실험 절차

To stirred solution of 9.1 g (45 mmol) 1b, 12.3 g (45 mmol) 4a and one drop of glacial acid in 60 ml dichloroethane (pH=5) were added 14.8 g (70 mmol) sodium tris-acetoxy hydro borane. The reaction mixture was stirred over night and diluted with 5 ml water. The pH value was adjusted with aqueous sodium hydroxyd solution to pH=8-9. The mixture was extracted three times with dichloromethane. The combined organic phases were washed with water and brine and were dried with magnesium sulfate. The desired crude product 4b was obtained in 62% yield (12.9 g, 27.9 mmol) as yellow oil. The crude product 4b was used without further purification.

후처리

  1. extractionThe mixture was extracted three times with dichloromethane
  2. washThe combined organic phases were washed with water and brine
  3. dry with materialwere dried with magnesium sulfate

출처 및 근거

ORD 기록
ord-787d6f34270a46d5a6eeb4857bbad118
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803960B2

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