Water → Methyl [2-[(4-chlorophenyl)sulfonylamino]indan-5-yl]acetate

HRID 1612888Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1612888
Cl.[NH2:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:9]=2)[CH2:4]1.C(=O)([O-])[O-].[K+].[K+].O.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1>C(OCC)(=O)C>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH:2][CH:3]2[CH2:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:9]=3)[CH2:4]2)(=[O:33])=[O:32])=[CH:27][CH:26]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 73984-Chlorobenzenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 23359670Methyl (2-aminoindan-5-yl)acetate hydrochloride

Produkt 1

HCID 53769737Methyl [2-[(4-chlorophenyl)sulfonylamino]indan-5-yl]acetateAusbeute 79,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of methyl (2-aminoindan-5-yl)acetate hydrochloride (2.43 g), potassium carbonate (5.52 g), water (60 ml), ethyl acetate (60 ml) and 4-chlorophenylsulfonyl chloride (2.11 g) is stirred at room temperature for one hour. The ethyl acetate layer is separated from the reaction mixture, washed with aqueous saline solution, dried, and distilled under reduced pressure to remove the solvent. The resulting crude product is recrystallized from a mixture of ethyl acetate and n-hexane to give methyl [2-[(4-chlorophenyl)sulfonylamino]indan-5-yl]acetate (3.02 g).

Aufarbeitung

  1. customThe ethyl acetate layer is separated from the reaction mixture
  2. washwashed with aqueous saline solution
  3. customdried
  4. distillationdistilled under reduced pressure
  5. customto remove the solvent
  6. customThe resulting crude product is recrystallized from a mixture of ethyl acetate and n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-c07939a770454ca5aeecac5a57acd48f
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05190975

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