Chlorosulfonic acid → 4-Methoxy-3-(propan-2-yl)benzene-1-sulfonyl chloride

HRID 352554노트

반응식

HRID 352554 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH3:11])([CH3:3])[CH3:2].[Cl:12][S:13](O)(=[O:15])=[O:14]>C(Cl)Cl>[Cl:12][S:13]([C:8]1[CH:7]=[CH:6][C:5]([O:10][CH3:11])=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:9]=1)(=[O:15])=[O:14]

참가 물질

4

반응물 2

HCID 24638Chlorosulfonic acidHCID 2706232-Isopropylanisole

생성물 1

HCID 227120844-Methoxy-3-(propan-2-yl)benzene-1-sulfonyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-isopropylanisole (0.40 g, 2.66 mmol) in CH2Cl2 (9 mL) cooled with an ice water bath was added slowly chlorosulfonic acid (4 mL). After 1.5 h of cooling, the mixture was poured into a flask containing ice (25 g). The product was extracted with CH2Cl2 (50 mL). The organic extract was washed with brine (25 mL), dried (Na2SO4), filtered and concentrated in vacuo to afford 0.62 g of grayish oil as crude product. The crude product was purified by chromatography using the ISCO Combiflash SQ16x system (0 to 20% EtOAc in hexane, 20 min gradient, 35 g Redisep silica gel column) to give 0.56 g (84%) of compound 50a as a clear oil.

후처리

  1. temperatureAfter 1.5 h of cooling
  2. additionthe mixture was poured into a flask
  3. extractionThe product was extracted with CH2Cl2 (50 mL)
  4. extractionThe organic extract
  5. washwas washed with brine (25 mL)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0c5f2fbd40dc460cba103413696a4d0a
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747048B2

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