2-Thiocresol → 1-(Cyclopropylsulfanyl)-2-methylbenzene

HRID 70563

반응식

HRID 70563 반응식
[CH3:1][C:2]([CH3:5])([O-])C.[K+].BrC1CC1.[CH3:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[SH:18]>CS(C)=O.[Cl-].[Na+].O>[CH:5]1([S:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH3:11])[CH2:2][CH2:1]1

참가 물질

6

반응물 3

HCID 87122-ThiocresolHCID 78037BromocyclopropaneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 579565761-(Cyclopropylsulfanyl)-2-methylbenzene

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
100 °C

실험 절차

Potassium t-butoxide (994 mg) and bromocyclopropane (2.92 g) were added to a solution of 2-methylbenzenethiol (1.05 g) in dimethyl sulfoxide (10 mL), and the mixture was stirred at 100° C. for 9.5 hours. The reaction solution was cooled to room temperature and brine was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give 1-(cyclopropylsulfanyl)-2-methylbenzene as an orange oil (1.41 g, quant.).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent was then evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-53b183a844474fc5ab095796eb2aef6d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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