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

HRID 1880760노트

반응식

HRID 1880760 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4363c002353b4f9f8665825f364b18c2
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

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