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

HRID 1953468
ノート
印刷プレビュー

反応式

HRID 1953468 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

HCID 537960962-(2-Quinazolylmethoxy)benzyl alcohol収率 93.1%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6228
Dimethylformamide
溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-904cf84c658f4737b13b54cb4068df66
出典データセット
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06117886

反応ノート

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