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3-Hydroxybenzyl alcohol → 2-(2-Quinazolylmethoxy)benzyl alcohol

HRID 1953468
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HRID 1953468 반응식
Cl[CH2:2][C:3]1[N:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[C:13](=[O:16])([O-])[O-].[K+].[K+].[OH:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)CO>CN(C=O)C.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[N:12][C:3]=1[CH2:2][O:19][C:20]1[CH:21]=[CH:22][CH:25]=[CH:26][C:27]=1[CH2:13][OH:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1023-Hydroxybenzyl alcoholHCID 11430Potassium CarbonateHCID 143023852-(Chloromethyl)quinazoline

생성물 1

HCID 537960962-(2-Quinazolylmethoxy)benzyl alcohol수율 93.1%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of 2-Chloromethylquinazoline (5.00 g, 28 mmol) in DMF (50 ml) were added potassium carbonate (4.26 g, 31 mmol) and tetra-n-butylammoniumbromide (903 mg, 2.8 mmol). 3-Hydroxybenzylalcohol (3.48 g, 28 mmol) was added to the resultant mixture, and the mixture was stirred at room temperature for five days. Subsequently, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to the resultant mixture, and the organic phase was extracted from the mixture. The organic phase was dried over sodium sulfate anhydrate, concentrated under reduced pressure, and recrystallized from a chloroform-n-hexane mixture, to thereby obtain the title compound as pale yellow powder (6.94 g, yield: 93.1%).

후처리

  1. concentrationSubsequently, the reaction mixture was concentrated under reduced pressure
  2. additionChloroform and water were added to the resultant mixture
  3. extractionthe organic phase was extracted from the mixture
  4. dry with materialThe organic phase was dried over sodium sulfate anhydrate
  5. concentrationconcentrated under reduced pressure
  6. customrecrystallized from a chloroform-n-hexane mixture

출처 및 근거

ORD 기록
ord-904cf84c658f4737b13b54cb4068df66
출처 데이터셋
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06117886

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