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

HRID 1782012ノート

反応式

HRID 1782012 の反応式
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

参加物

5

反応物 2

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

生成物 1

HCID 673664878-(Benzyloxy)-2-methoxyquinoline収率 92%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fa7e0147be2e4f0db41ecde21e4aadae
出典データセット
uspto-grants-2009_03
特許番号
US07498326B2

反応ノート

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