Water → HCID 15635484, 화합물

HRID 554551노트

반응식

HRID 554551 반응식
[H-].[Na+].[OH:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1.[CH3:10][Si:11]([CH3:18])([CH3:17])[CH2:12][CH2:13][O:14][CH2:15]Cl.O>CCCCCC.C(COC)OC>[CH3:10][Si:11]([CH3:18])([CH3:17])[CH2:12][CH2:13][O:14][CH2:15][O:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 79713-HydroxypyridineHCID 24758Sodium hydrideHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl ether

생성물 1

HCID 15635484HCID 15635484, 화합물수율 92%

시약·촉매·용매 2

HCID 8058Hexane용매HCID 80711,2-Dimethoxyethane용매

실험 절차

Sodium hydride (3.85 g, 96.3 mmol) was washed with hexane and dimethoxyethane (90 mL) was added thereto. 3-Hydroxypyridine (4.97 g, 52.3 mmol) was added to the obtained mixture under cooling with ice over 10 minutes and the reaction mixture was stirred for 10 minutes, and then 2-(trimethylsilyl)ethoxymethyl chloride (10.0 mL, 56.5 mmol) was added thereto under cooling with ice over 25 minutes. The reaction mixture was stirred at room temperature for 14.5 hours. Under cooling with ice, to the reaction mixture was added water and the mixture was extracted with ether and the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel flash column chromatography [developing solution=n-hexane:ethyl acetate (3:1)] to obtain the title product (10.8 g, 92%).

후처리

  1. additionwas added
  2. temperatureunder cooling with ice over 10 minutes
  3. temperatureunder cooling with ice over 25 minutes
  4. stirringThe reaction mixture was stirred at room temperature for 14.5 hours
  5. temperatureUnder cooling with ice, to the reaction mixture
  6. extractionthe mixture was extracted with ether
  7. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe obtained residue was purified by silica gel flash column chromatography [developing solution=n-hexane:ethyl acetate (3:1)]

출처 및 근거

ORD 기록
ord-c3ce733cf56f48e69896e16b69f58906
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048897B2

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