Hydrochloric Acid → 6-amino-3-methyl-2,3-dihydro-1H-inden-1-one

HRID 593265

Reaktionsgleichung

Reaktionsgleichung von HRID 593265
[Sn](Cl)(Cl)(Cl)Cl.[CH3:6][CH:7]1[C:15]2[C:10](=[CH:11][C:12]([N+:16]([O-])=O)=[CH:13][CH:14]=2)[C:9](=[O:19])[CH2:8]1.Cl.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:16][C:12]1[CH:11]=[C:10]2[C:15]([CH:7]([CH3:6])[CH2:8][C:9]2=[O:19])=[CH:14][CH:13]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 24287Tin tetrachlorideHCID 6007023-methyl-6-nitro-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 230092416-amino-3-methyl-2,3-dihydro-1H-inden-1-oneAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

As presented in the following reaction formula, tin chloride (SnCl2; 26.5 g, 0.117 mol) was added at room temperature to a mixture of 3-methyl-6-nitro-2,3-dihydro-1-H-inden-1-one (5.0 g, 0.026 mol), hydrochloric acid (HCl; 90 mL) and water (H2O; 30 mL), and the reaction mixture was stirred at 40° C. for 0.5 hours. After the completion of reaction, the mixture was treated with saturated, anhydrous potassium carbonate (K2CO3; 300 mL) and then extracted three times with 100 mL of dichloromethane. The combined organic phase was concentrated to give 6-amino-3-methyl-2,3-dihydro-1-H-inden-1-one (3.8 g, yield: 92%).

Aufarbeitung

  1. customAfter the completion of reaction
  2. extractionextracted three times with 100 mL of dichloromethane
  3. concentrationThe combined organic phase was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ff522a03279741d6978380e4dfd5ad58
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242928B2

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