Ammonium Chloride → 1-(Quinolin-6-yl)ethan-1-one

HRID 16023

反応式

HRID 16023 の反応式
CON(C)[C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][CH:10]=[CH:9]2)=[O:5].[CH3:17][Mg+].[Br-].[NH4+].[Cl-]>C1COCC1>[N:12]1[C:13]2[C:8](=[CH:7][C:6]([C:4](=[O:5])[CH3:17])=[CH:15][CH:14]=2)[CH:9]=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 55211172N-Methoxy-N-methylquinoline-6-carboxamideHCID 178418689HCID 178418689、化合物

生成物 1

HCID 2585591-(Quinolin-6-yl)ethan-1-one収率 97.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of quinoline-6-carboxylic acid methoxy-methyl-amide (11.97 g, 55.35 mmol) in anhydrous THF (200 mL) was added MeMgBr (1.5 M in THF, 55 mL, 83 mmol) at 0° C. under nitrogen. The reaction was allowed to warm to ambient temperature over 16 hours. Sat. NH4Cl (20 mL) was added to quench the reaction. The reaction solution was then extracted with EtOAc (3×50 mL). The combined organics were dried over Na2SO4, filtered, and concentrated to give 1-quinolin-6-yl-ethanone (9.2 g, 97% yield).

後処理

  1. customto quench
  2. customthe reaction
  3. extractionThe reaction solution was then extracted with EtOAc (3×50 mL)
  4. dry with materialThe combined organics were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-1b533ba8a3a34f338769c7d82baef3e5
出典データセット
uspto-grants-2010_06
特許番号
US07732604B2

関連ノート

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