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

HRID 848999ノート

反応式

HRID 848999 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([O-])([O-])=O.[K+].[K+].[OH:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][OH:24]>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]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][OH:24]

参加物

6

反応物 3

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

生成物 1

HCID 543359633-(2-Quinazolinylmethoxy)benzyl alcohol収率 85.8%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5.00 g (28 mmol) of 2-chloromethylquinazoline in 50 ml of DMF, 4.26 g (31 mmol) of K2CO3 and 903 mg (2.8 mmol) of tetra-n-butylammonium bromide were added. 3-Hydroxybenzyl alcohol (3.48 g, 28 mmol) was added further, followed by stirring at room temperature for 5 days. The reaction mixture was concentrated under reduced pressure, followed by the addition of CHCl3 and water to extract the reaction product into the organic layer. The extract was dried over Na2SO4 and then concentrated under reduced pressure. The residue was recrystallized from a CHCl3 -n-hexane mixed solvent, whereby 6.4 g of the title compound was obtained as pale yellow powder (yield: 93.1%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionfollowed by the addition of CHCl3 and water
  3. extractionto extract the reaction product into the organic layer
  4. dry with materialThe extract was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from a CHCl3 -n-hexane mixed solvent

出典と根拠

ORDレコード
ord-656128fa70944517a3bb885a5290644a
出典データセット
uspto-grants-2000_01
特許番号
US06011033

反応ノート

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