Sodium Methoxide → 8-(Benzyloxy)-2-methoxyquinoline

HRID 1782012노트

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HRID 1782012 반응식
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:20][O-:21].[Na+]>C1(C)C=CC=CC=1.CO>[CH2:13]([O:12][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[N:3]=[C:2]([O:21][CH3:20])[CH:11]=[CH:10]2)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 2

HCID 10942334Sodium MethoxideHCID 220422348-(Benzyloxy)-2-chloroquinoline

생성물 1

HCID 673664878-(Benzyloxy)-2-methoxyquinoline수율 92%

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

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온도
70 °C

실험 절차

The crude 2-chloro-8-benzyloxyquinoline from above was dissolved in toluene (10 mL) and added to a stirred 25 wt % solution of NaOMe in MeOH (50 mL). The reaction solution was heated with stirring overnight at 70° C. After cooling to room temperature, the reaction solution was poured onto ice and extracted with toluene. The combined organic extracts were dried (MgSO4) and concentrated in vacuo to give a colorless oil (6.14 g, 92%). The product was used without further purification.

후처리

  1. temperatureThe reaction solution was heated
  2. temperatureAfter cooling to room temperature
  3. additionthe reaction solution was poured onto ice
  4. extractionextracted with toluene
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-fa7e0147be2e4f0db41ecde21e4aadae
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07498326B2

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