Butylbenzene → 4-Butylbenzene-1-sulfonyl chloride

HRID 631071

반응식

HRID 631071 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[Cl:11][S:12](O)(=[O:14])=[O:13]>C(Cl)(Cl)Cl>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([S:12]([Cl:11])(=[O:14])=[O:13])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 7705ButylbenzeneHCID 24638Chlorosulfonic acid

생성물 1

HCID 27373524-Butylbenzene-1-sulfonyl chloride수율 88%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of butylbenzene (4.13 g, 30.8 mmol) in CHCl3 (50 mL) was added chlorosulfonic acid (17 mL, 29.8 g, 256 mmol) and the mixture was stirred at rt for 20 h. The mixture was poured on ice (200 mL) and extracted with EtOAc (3×100 mL). The combined extracts were washed with water, a solution of NaHCO3, and water, dried (Na2SO4), and concentrated in vacuo. The yellow oily residue (ca 88% yield) was used without further purification in the next reaction; 1H NMR (300 MHz, CDCl3) δ 0.94 (t, 3H, J=7 Hz), 1.34-1.41 (m, 2H), 1.62-1.67 (m, 2H), 2.73 (t, 2H, J=8 Hz), 7.41 (d, 2H, J=8 Hz), 7.94 (d, 2H, J=8 Hz).

후처리

  1. additionThe mixture was poured on ice (200 mL)
  2. extractionextracted with EtOAc (3×100 mL)
  3. washThe combined extracts were washed with water
  4. dry with materiala solution of NaHCO3, and water, dried (Na2SO4)
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-694c6c993aaa4ade9931da77cc8664f0
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09320734B2

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