Styrene-4-sulfonyl chloride → N-(4-ethylphenyl)-N-isobutyl-4-vinylbenzenesulfonamide

HRID 1487078노트

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HRID 1487078 반응식
[CH2:1]([C:3]1[CH:13]=[CH:12][C:6]([NH:7][CH2:8][CH:9]([CH3:11])[CH3:10])=[CH:5][CH:4]=1)[CH3:2].[CH:14]([C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)=[CH2:15]>N1C=CC=CC=1>[CH2:1]([C:3]1[CH:13]=[CH:12][C:6]([N:7]([CH2:8][CH:9]([CH3:10])[CH3:11])[S:22]([C:19]2[CH:20]=[CH:21][C:16]([CH:14]=[CH2:15])=[CH:17][CH:18]=2)(=[O:24])=[O:23])=[CH:5][CH:4]=1)[CH3:2]

참가 물질

4

반응물 2

HCID 9855777Styrene-4-sulfonyl chlorideHCID 284793854-ethyl-N-(2-methylpropyl)aniline

생성물 1

HCID 89876082N-(4-ethylphenyl)-N-isobutyl-4-vinylbenzenesulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
20 °C

실험 절차

To a solution of 4-ethyl-N-isobutylaniline (400 mg, 2.256 mmol) in pyridine (5 mL) stirred in air at room temperature was added 4-vinylbenzene-1-sulfonyl chloride (760 mg, 3.75 mmol) in one charge. The reaction mixture was stirred at 20° C. for 30 minutes then stood for 16 hours. The solvent was evaporated in vacuo (Vaportec V10) to give the crude product, which was then purified by silica (Si) chromatography (0-50% ethyl acetate-cyclohexane gradient). The appropriate fractions were combined and evaporated in vacuo to give the required product, 940 mg, as a colourless gum. LCMS [LCMS1] Rt 1.44 min, m/z (ES+) 344 (M+H).

후처리

  1. additioncharge
  2. waitthen stood for 16 hours
  3. customThe solvent was evaporated in vacuo (Vaportec V10)
  4. customto give the crude product, which
  5. customwas then purified by silica (Si) chromatography (0-50% ethyl acetate-cyclohexane gradient)
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-579fe86de9f74e41b83d567f1d5cab48
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428452B2

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