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

HRID 1003507노트

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HRID 1003507 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 187967462,4-Bisbenzyloxy-6-methoxyquinazoline수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
45 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5c3bc1307dcc4099a140c5cfebfc5409
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06046206

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