Ammonium Hydroxide → HCID 69654843, Verbindung

HRID 1794713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1794713
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[C:6]([N+:11]([O-])=O)[CH:5]=1)=[O:3].O.O.[Sn](Cl)(Cl)(Cl)Cl.[OH-].[NH4+]>Cl.O>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[C:6]([NH:11][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:5]=1)(=[O:3])[CH3:1]

Komponenten

6

Edukt 3

HCID 14923Ammonium HydroxideHCID 795964'-Chloro-3'-nitroacetophenoneHCID 85782573Tin tetrachloride dihydrate

Produkt 1

HCID 69654843HCID 69654843, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-chloro-3-nitroacetophenone (10 g, 50 mmol) in concentracted hydrochloric acid (150 mL) was added tin chloride dihydrate (33.8 g, 150 mmol). The mixture was stirred at room temperature for one day, basified with 28% of ammonium hydroxide and diluted with water (1 L). The aqueous solution was extracted with methylene chloride. The organic phase was dried over MgSO4 and concentrated. Recrystallization from CH2Cl2/hexanes gave the title compound as a yellowish crystal (7.0 g, 83%); 1H NMR (300 MHz, CDCl3) δ 2.55(s, 3 H), 4.19(brs, 2 H), 7.22–7.38(m, 3 H); MS (ES) m/z: 169.8 (MH+, 100%); HRMS Calcd. for C8H9ClNO(MH+): 170.3667. Found: 170.0368.

Aufarbeitung

  1. extractionThe aqueous solution was extracted with methylene chloride
  2. dry with materialThe organic phase was dried over MgSO4
  3. concentrationconcentrated
  4. customRecrystallization from CH2Cl2/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-4c2112f344024eed89958e92512b50c9
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022716B2

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