Chlorosulfonic acid → HCID 57565301, Verbindung

HRID 1172182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1172182
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][O:9][C:10]([CH:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:23][S:24](O)(=[O:26])=[O:25]>C(Cl)(Cl)Cl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10]([CH:12]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([S:24]([Cl:23])(=[O:26])=[O:25])[CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[CH:21][CH:22]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 57565267HCID 57565267, Verbindung

Produkt 1

HCID 57565301HCID 57565301, VerbindungAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of indan-1-carboxylic acid 4-nitro-benzyl ester (2.3 g, 8.1 mmol) in anhydrous CHCl3 (13 mL) at −20° C. was added chlorosulfonic acid (2.8 g, 24.0 mmol) over a period of 10 minutes. The mixture was warmed to ambient temperature and stirred for 16 h. The reaction mixture was combined with ice-water and the resulting layer was extracted with CH2Cl2. The CH2Cl2 layer was washed with brine and was dried over anhydrous Na2SO4. The crude product was purified using flash silica chromatography (0-30% EtOAc/Hex) to yield 0.84 g (27%) of 6-chlorosulfonyl-indan-1-carboxylic acid 4-nitro-benzyl ester.

Aufarbeitung

  1. extractionthe resulting layer was extracted with CH2Cl2
  2. washThe CH2Cl2 layer was washed with brine
  3. dry with materialwas dried over anhydrous Na2SO4
  4. customThe crude product was purified

Quellen und Nachweise

ORD-Eintrag
ord-5900e192144d4d2389a6d3c01e117470
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834004B2

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