Water → But-3-enyl 4-methylbenzenesulfonate

HRID 2308042노트

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HRID 2308042 반응식
[CH2:1]([OH:5])[CH2:2][CH:3]=[CH2:4].N1C=CC=CC=1.[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1.O>ClCCl>[CH2:4]=[CH:3][CH2:2][CH2:1][O:5][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH3:22])=[CH:13][CH:14]=1)(=[O:20])=[O:19]

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 693893-Buten-1-ol

생성물 1

HCID 11299102But-3-enyl 4-methylbenzenesulfonate수율 94.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
5 °C

실험 절차

In a reactor 3-buten-1-ol (33.2 g) and pyridine (230 ml) were charged and p-toluene sulfonyl chloride (96.7 g) was added thereto over 3.5 hours, while maintaining the internal temperature not higher than 5° C. under cooling in an ice bath. After stirring for 30 minutes, the reaction mixture was added to water (250 ml). Dichloromethane (250 ml) was added thereto and subjected to liquid separation. A saturated aqueous sodium carbonate solution (250 ml) and water (200 ml) were added to wash the lower layer, followed by liquid separation and washing with water (200 ml) twice, and dried over magnesium sulfate. After filtration followed by distillation to remove the solvent, 98.1 g of CH2═CH(CH2)2OTs was obtained.

후처리

  1. temperatureunder cooling in an ice bath
  2. customsubjected to liquid separation
  3. additionA saturated aqueous sodium carbonate solution (250 ml) and water (200 ml) were added
  4. washto wash the lower layer
  5. customfollowed by liquid separation
  6. washwashing with water (200 ml) twice
  7. dry with materialdried over magnesium sulfate
  8. filtrationAfter filtration
  9. distillationfollowed by distillation
  10. customto remove the solvent

출처 및 근거

ORD 기록
ord-cd384b3bcee94f9eb49af00d11d83c8b
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06833477B2

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