Bromobenzene → [Diphenyl(4-pyridyl)]methanol

HRID 80305노트

반응식

HRID 80305 반응식
[Mg].Br[C:3]1C=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)(=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl-].[NH4+].[O:25]1CCC[CH2:26]1>>[C:10]1([C:9]2[C:19]([C:18]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:20][CH:21]=[CH:22][C:17]=2[CH2:26][OH:25])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

6

반응물 5

HCID 7961BromobenzeneHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 267314-BenzoylpyridineHCID 5462224Magnesium

생성물 1

HCID 67428383[Diphenyl(4-pyridyl)]methanol수율 97%

실험 절차

A Grignard reagent was prepared from magnesium (0.21 g, 8.64 mmol) (Wako Pure Chemical Industries, Ltd.) and bromobenzene (1.35 g, 8.60 mmol) (Wako Pure Chemical Industries, Ltd.). 4-Benzoylpyridine (0.52 g, 28.4 mmol) (Wako Pure Chemical Industries, Ltd.) was dissolved in tetrahydrofuran (10 mL) (Wako Pure Chemical Industries, Ltd.), and the Grignard reagent was added dropwise, followed by stirring at room temperature for 5 hours. A saturated aqueous solution of ammonium chloride (Wako Pure Chemical Industries, Ltd.) was added to the reaction solution, and mixture was extracted with ethyl acetate (Wako Pure Chemical Industries, Ltd.). The organic layer was dried with anhydrous sodium sulfate (Wako Pure Chemical Industries, Ltd.), and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (chloroform (Wako Pure Chemical Industries, Ltd.) as an eluent), to thereby obtain the title compound (0.72 g, 97% yield).

후처리

  1. extractionwas extracted with ethyl acetate (Wako Pure Chemical Industries, Ltd.)
  2. dry with materialThe organic layer was dried with anhydrous sodium sulfate (Wako Pure Chemical Industries, Ltd.)
  3. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-5f4e81eb6c9d44cca72f66321c991c50
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846012B2

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