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

HRID 2185016ノート

反応式

HRID 2185016 の反応式
[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

参加物

5

反応物 2

HCID 79732-BromopyridineHCID 178469116HCID 178469116、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a8f7b4ad236e48878902694eebe93e71
出典データセット
uspto-grants-2002_06
特許番号
US06399656B1

反応ノート

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