Sodium Hydroxide → 2-(Cyclohexylsulfonyl)benzaldehyde

HRID 1919848노트

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HRID 1919848 반응식
[CH:1]1([S:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1C=C(Cl)C=C(C(OO)=[O:24])C=1.[OH-:27].[Na+]>C(Cl)Cl.C1C=C(Cl)C=C(C(OO)=O)C=1>[CH:1]1([S:7]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=[O:11])(=[O:24])=[O:27])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 63801869HCID 63801869, 화합물

생성물 1

HCID 866330192-(Cyclohexylsulfonyl)benzaldehyde수율 91%

시약·촉매·용매 2

HCID 70297m-Chloroperbenzoic acid촉매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of 2-(cyclohexylthio)benzaldehyde (3.22 g, 14.6 mmol) in DCM (100 mL) at 0° C. was added mCPBA (70-77% wt in water, 7.17 g, 30.7 mmol) portionwise over 30 minutes, then stirred for 1 hour at 0° C. Additional mCPBA (150 mg, 0.6 mmol) was added and stirred for a further 30 minutes, before aqueous 1N NaOH was added to the reaction mixture and stirred vigorously for 5 minutes. The product was extracted with DCM, and the combined organic phase washed successively with 1N NaOH, then saturated brine, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford 2-(cyclohexylsulfonyl)benzaldehyde (3.34 g, 13.2 mmol, 91%) as a white solid.

후처리

  1. additionwas added to the reaction mixture
  2. stirringstirred vigorously for 5 minutes
  3. extractionThe product was extracted with DCM
  4. washthe combined organic phase washed successively with 1N NaOH
  5. dry with materialsaturated brine, dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-a6b7a14106104326aa44dd81f1314c7e
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168673B2

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