Ammonium Chloride → HCID 23114695、化合物

HRID 748742ノート

反応式

HRID 748742 の反応式
C([Mg]Cl)(C)C.[CH2:6]([O:9][C:10]1[C:11](Br)=[N:12][CH:13]=[CH:14][CH:15]=1)[CH:7]=[CH2:8].[F:17][C:18]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:19]=1[CH:20]=[O:21].[Cl-].[NH4+]>O1CCCC1>[CH2:6]([O:9][C:10]1[C:11]([CH:20]([C:19]2[CH:22]=[C:23]([F:26])[CH:24]=[CH:25][C:18]=2[F:17])[OH:21])=[N:12][CH:13]=[CH:14][CH:15]=1)[CH:7]=[CH2:8]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 1376632,5-DifluorobenzaldehydeHCID 23028574Pyridine, 2-bromo-3-(2-propenyloxy)-HCID 178418918HCID 178418918、化合物

生成物 1

HCID 23114695HCID 23114695、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Under an argon atmosphere, a tetrahydrofuran solution (1.5 ml, 3 mmol) of isopropylmagnesium chloride was added dropwise to a tetrahydrofuran (2 ml) solution of 3-allyloxy-2-bromopyridine (642 mg, 3 mmol) under ice cooling. The resulting mixture was stirred at room temperature for 60 minutes. Under ice cooling, 2,5-difluorobenzaldehyde (328 μl, 3 mmol) was added dropwise to the resulting brown solution. The temperature of the reaction mixture was raised gradually to room temperature. A saturated aqueous solution of ammonium chloride was added and then, the mixture was extracted with ethyl acetate. The solvent was dried, followed by concentration under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=4:1), whereby the title compound (375 mg, 45%) was obtained as an oil.

後処理

  1. temperatureThe temperature of the reaction mixture was raised gradually to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe solvent was dried
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe residue thus obtained
  6. customwas purified by silica gel chromatography (hexane:ethyl acetate=4:1), whereby the title compound (375 mg, 45%)
  7. customwas obtained as an oil

出典と根拠

ORDレコード
ord-1353757dff7948859cf8bb7118787a4f
出典データセット
uspto-grants-2008_07
特許番号
US07399775B2

反応ノート

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