Water → HCID 15635484、化合物

HRID 554551ノート

反応式

HRID 554551 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 15635484HCID 15635484、化合物収率 92%

試薬・触媒・溶媒 2

HCID 8058Hexane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

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%).

後処理

  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)]

出典と根拠

ORDレコード
ord-c3ce733cf56f48e69896e16b69f58906
出典データセット
uspto-grants-2011_11
特許番号
US08048897B2

反応ノート

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