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

HRID 15062

반응식

HRID 15062 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-bbb5dbd2e2ab41958523662e95cd9384
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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