Chlorosulfonic acid → p-(2-Acetamidoethyl)benzenesulphonyl chloride

HRID 1749497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1749497
[CH2:1]([NH:9][C:10](=[O:12])[CH3:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[S:13]([Cl:17])(=O)(=[O:15])[OH:14]>>[C:10]([NH:9][CH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:13]([Cl:17])(=[O:15])=[O:14])=[CH:5][CH:4]=1)(=[O:12])[CH3:11]

Komponenten

3

Edukt 2

HCID 24638Chlorosulfonic acidHCID 70143N-(2-phenylethyl)acetamide

Produkt 1

HCID 3015782p-(2-Acetamidoethyl)benzenesulphonyl chlorideAusbeute 45 %

Versuchsvorschrift

N-Phenethylacetamide (4.50 g, 27.6 mmol) was added to sulfurochloridic acid (30 mL) slowly at 0-5° C. The resulting reaction mixture was stirred at room temperature for 2 h. The reaction mixture was poured into ice-water and stirred for 10 min. The mixture was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to afford the title compound as a brown solid (3.30 g, 12.64 mmol, 45% yield). MS (ESI) m/z 262.1 [M+H]+.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. stirringstirred for 10 min
  3. extractionThe mixture was extracted with DCM
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3f24ffb28f2141bbb946d7b287d56a41
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156798B2

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