2-Bromopyridine → Ethyl 4-(pyridin-2-yl)benzoate

HRID 2185016노트

반응식

HRID 2185016 반응식
[I-].[CH2:2]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([Zn+])=[CH:9][CH:8]=1)=[O:6])[CH3:3].Br[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1>O1CCCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:10]1[CH:11]=[CH:12][C:7]([C:5]([O:4][CH2:2][CH3:3])=[O:6])=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 79732-BromopyridineHCID 178469116HCID 178469116, 화합물

생성물 1

HCID 14097203Ethyl 4-(pyridin-2-yl)benzoate

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

4-(Ethoxycarbonyl)phenylzinc iodide in tetrahydrofuran (0.5M, 2 mL, 1 mmol) was added to a solution of 2-bromopyridine (0.16 g, 1 mmol) and tetrakis(triphenylphosphine)palladium(0) (63 mg, 0.05 mmol) in tetrahydrofuran (5 mL) and stirred at RT for 3 h. The reaction was quenched with saturated ammonium chloride and extracted three times with ethyl acetate. The combined organic phase was dried (MgSO4), concentrated in vacuo, and the residue chromatographed (silica gel, 10% ethyl acetate/hexane) to give the title compound as a yellow solid (0.15 g).

후처리

  1. customThe reaction was quenched with saturated ammonium chloride
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe combined organic phase was dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customthe residue chromatographed (silica gel, 10% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-a8f7b4ad236e48878902694eebe93e71
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06399656B1

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