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

HRID 1487078ノート

反応式

HRID 1487078 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
20 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-579fe86de9f74e41b83d567f1d5cab48
出典データセット
uspto-grants-2016_08
特許番号
US09428452B2

反応ノート

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