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

HRID 16023

반응식

HRID 16023 반응식
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

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 55211172N-Methoxy-N-methylquinoline-6-carboxamideHCID 178418689HCID 178418689, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1b533ba8a3a34f338769c7d82baef3e5
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732604B2

연결된 노트

불러오는 중…