Benzyl Alcohol → 2,4-Bisbenzyloxy-6-methoxyquinazoline

HRID 1003507ノート

反応式

HRID 1003507 の反応式
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:12]1[N:21]=[C:20](Cl)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:23][CH3:24])[CH:18]=2)[N:13]=1.[OH2:25]>O1CCCC1>[CH2:1]([O:8][C:12]1[N:21]=[C:20]([O:25][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:23][CH3:24])[CH:18]=2)[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 244Benzyl AlcoholHCID 962WaterHCID 24758Sodium hydrideHCID 99913972,4-Dichloro-6-methoxyquinazoline

生成物 1

HCID 187967462,4-Bisbenzyloxy-6-methoxyquinazoline収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
45 °C

実験手順

3 ml of benzyl alcohol was dissolved in 50 ml of tetrahydrofuran, followed by the addition of 1.0 g of sodium hydride. The obtained mixture was stirred at 40 to 50° C. for 30 minutes, followed by the addition of 2.50 g (0.0109 mol) of 2,4-dichloro-6-methoxyquinazoline. The obtained mixture was heated under reflux for several hours, followed by the addition of water. The obtained mixture was extracted with chloroform and the organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under a reduced pressure to remove the solvent. The obtained crystalline residue was recrystallized from chloroform/n-hexane to give 3.84 g of the title compound as a yellow crystal.

後処理

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for several hours
  3. extractionThe obtained mixture was extracted with chloroform
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. distillationThe filtrate was distilled under a reduced pressure
  7. customto remove the solvent
  8. customThe obtained crystalline residue was recrystallized from chloroform/n-hexane

出典と根拠

ORDレコード
ord-5c3bc1307dcc4099a140c5cfebfc5409
出典データセット
uspto-grants-2000_04
特許番号
US06046206

反応ノート

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