Chlorotriethylsilane → 4-[2,2,2-Trifluoro-1-(triethylsilyloxy)ethyl]pyridine

HRID 1880760ノート

反応式

HRID 1880760 の反応式
[F:1][C:2]([F:12])([F:11])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[OH:4].[CH2:13]([Si:15](Cl)([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:14].[Cl-].[NH4+]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[F:12][C:2]([F:1])([F:11])[CH:3]([C:5]1[CH:6]=[CH:7][N:8]=[CH:9][CH:10]=1)[O:4][Si:15]([CH2:18][CH3:19])([CH2:16][CH3:17])[CH2:13][CH3:14]

参加物

6

反応物 3

HCID 13819ChlorotriethylsilaneHCID 25517Ammonium ChlorideHCID 595703722,2,2-Trifluoro-1-(pyridin-4-yl)ethan-1-ol

生成物 1

HCID 595702944-[2,2,2-Trifluoro-1-(triethylsilyloxy)ethyl]pyridine収率 98.3%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

実験手順

To 20 ml of pyridine were added 3.4 g of 2,2,2-trifluoro-1-pyridin-4-yl-ethanol and 1.17 g of 4-dimethylaminopyridine, and 3.76 g of triethylsilyl chloride was added at 0° C. After stirring at room temperature for 4 hours, the mixture was poured into an aqueous saturated ammonium chloride solution, followed by extraction with t-butyl methyl ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 5.5 g of 4-[2,2,2-trifluoro-1-(triethylsilyloxy)ethyl]pyridine.

後処理

  1. additionwas added at 0° C
  2. extractionfollowed by extraction with t-butyl methyl ether three times
  3. washwashed with an aqueous saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-4363c002353b4f9f8665825f364b18c2
出典データセット
uspto-grants-2012_11
特許番号
US08318776B2

反応ノート

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