Sodium Sulfite → 1-Bromo-4-methanesulfonyl-2-methylbenzene

HRID 422556노트

반응식

HRID 422556 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5](SC)=[CH:4][C:3]=1[CH3:10].O[O:12][S:13]([O-:15])=O.[K+].S([O-])([O-])=O.[Na+].[Na+].[CH3:23]O.O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:13]([CH3:23])(=[O:15])=[O:12])=[CH:4][C:3]=1[CH3:10]

참가 물질

5

반응물 4

HCID 24437Sodium SulfiteHCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 26370189(4-Bromo-3-methylphenyl)(methyl)sulfane

생성물 1

HCID 593508361-Bromo-4-methanesulfonyl-2-methylbenzene

실험 절차

To a heterogenous solution of (4-bromo-3-methylphenyl)(methyl)sulfane (2.17 g, 9.99 mmol) in 55 mL of 10/1 MeOH/water at 0° C. was added oxone (6.14 g, 9.99 mmol). The solution was allowed to warm up to RT and stirred overnight. Saturated sodium sulfite (aq.) was added and the mixture was extracted with DCM (3×). The combined organic layers were washed with water and NaCl (sat.), dried over sodium sulfate, filtered and concentrated to afford 2.30 g of 1-bromo-2-methyl-4-(methylsulfonyl)benzene 2.30 g as a white solid.

후처리

  1. extractionthe mixture was extracted with DCM (3×)
  2. washThe combined organic layers were washed with water and NaCl (sat.)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0de6490dabce407d8fdfb8f1625d909a
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101612B2

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