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4-Bromo-2-hydroxypyridine → 4-Bromo-2-(3-methoxypropoxy)pyridine

HRID 252355
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HRID 252355 반응식
I[CH2:2][CH2:3][CH2:4][O:5][CH3:6].[Br:7][C:8]1[CH:13]=[CH:12][NH:11][C:10](=[O:14])[CH:9]=1>C1C=CC=CC=1.C(=O)([O-])[O-].[Ag+2]>[Br:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH2:2][CH2:3][CH2:4][O:5][CH3:6])[CH:9]=1
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참가 물질

5

반응물 2

HCID 8171154-Bromo-2-hydroxypyridineHCID 135229891-Iodo-3-methoxypropane

생성물 1

HCID 231494694-Bromo-2-(3-methoxypropoxy)pyridine

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 241Benzene용매

반응 조건

온도
45 °C

실험 절차

11 mmol of silver carbonate and 20 mmol of 1-iodo-3-methoxypropane [61542-10-7] are added under an argon atmosphere to a solution of 21 mmol of 4-bromo-1H-pyridin-2-one [36953-37-4] in 30 ml of benzene. The reaction mixture is heated to 45° C. with exclusion of light for 2 days. The mixture is cooled to room temperature and filtered through Hyflo. The filtercake is washed with benzene and with saturated aqueous sodium hydrogencarbonate solution. The phases of the filtrate are separated and the aqueous phase is extracted with dichloromethane (3×). The combined organic phases are dried over sodium sulphate and concentrated by evaporation. The title compound is identified on the basis of the Rf value by means of flash chromatography (SiO2 60F).

후처리

  1. temperatureThe mixture is cooled to room temperature
  2. filtrationfiltered through Hyflo
  3. washThe filtercake is washed with benzene and with saturated aqueous sodium hydrogencarbonate solution
  4. customThe phases of the filtrate are separated
  5. extractionthe aqueous phase is extracted with dichloromethane (3×)
  6. dry with materialThe combined organic phases are dried over sodium sulphate
  7. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-5d5145d6c9154d2faefc3380389083d5
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07868036B2

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