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Chlorosulfonic acid → 4-[2-(4-Methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonyl chloride

HRID 604461
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 604461
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][CH:11]=[C:12]([CH2:14][O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1.[Cl:22][S:23](O)(=[O:25])=[O:24]>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:10][CH:11]=[C:12]([CH2:14][O:15][C:16]3[CH:21]=[CH:20][C:19]([S:23]([Cl:22])(=[O:25])=[O:24])=[CH:18][CH:17]=3)[N:13]=2)=[CH:7][CH:8]=1
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Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 575431862-(4-Methoxy-phenyl)-4-phenoxymethyl-oxazole

Produkt 1

HCID 575431834-[2-(4-Methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

950 mg 2-(4-Methoxy-phenyl)-4-phenoxymethyl-oxazole were dissolved in 9 ml dichloromethane. At −20° C. 0.90 ml chlorosulfonic acid were added dropwise. The cooling bath was removed and the reaction mixture stirred at room temperature for two hours. The reaction mixture was cooled to 0° C., then 20 ml ice water were added and the reaction mixture extracted five times with portions of 50 ml dichloromethane. The combined organic layers were washed with water and then dried over MgSO4. The solvent was then removed in vacuo to obtain 580 mg 4-[2-(4-Methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonyl chloride.

Aufarbeitung

  1. customAt −20° C
  2. customThe cooling bath was removed
  3. temperatureThe reaction mixture was cooled to 0° C.
  4. addition20 ml ice water were added
  5. extractionthe reaction mixture extracted five times with portions of 50 ml dichloromethane
  6. washThe combined organic layers were washed with water
  7. dry with materialdried over MgSO4
  8. customThe solvent was then removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9a8cbb057afc48288e1b8089a87a6783
Quelldatensatz
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07910612B2

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