Chloroform → 2-(4-bromo-2-methoxyphenoxy)tetrahydro-2H-pyran

HRID 15062

反応式

HRID 15062 の反応式
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(Cl)(Cl)Cl.[Br:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([O:36][CH3:37])[CH:30]=1>[Cl-].[Na+].O>[Br:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)=[C:31]([O:36][CH3:37])[CH:30]=1

参加物

6

反応物 4

HCID 6212ChloroformHCID 80803,4-dihydro-2H-pyranHCID 2622344-Bromo-2-methoxyphenolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

生成物 1

HCID 684306542-(4-bromo-2-methoxyphenoxy)tetrahydro-2H-pyran収率 86%

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

3,4-Dihydro-2H-pyran (2.0 mL) and pyridinium p-toluenesulfonate (370 mg) were added to chloroform solution (30 mL) of 4-bromo-2-methoxyphenol (3.0 g) and stirred at room temperature for 12 hours. Saturated brine was added to the reaction liquid, followed by extraction with chloroform. The organic layer was washed with water and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:19) to provide the title compound (3.64 g, 86%).

後処理

  1. extractionfollowed by extraction with chloroform
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationConcentrating the solvent under reduced pressure
  5. customthe residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:19)

出典と根拠

ORDレコード
ord-bbb5dbd2e2ab41958523662e95cd9384
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

関連ノート

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