Hydrochloric Acid → HCID 72332452, Verbindung

HRID 41686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 41686
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:9](=[O:20])[CH:10]3[CH:15]([C:16]=2[O:17]C)[CH:14]2[O:19][CH:11]3[CH2:12][CH2:13]2)=[C:4]([CH3:21])[CH:3]=1.Cl>CC(C)=O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]2[C:9](=[O:20])[CH:10]3[CH:15]([CH:14]4[O:19][CH:11]3[CH2:12][CH2:13]4)[C:16]2=[O:17])=[C:4]([CH3:21])[CH:3]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 723324594-(6-Chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

Produkt 1

HCID 72332452HCID 72332452, VerbindungAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 4-(6-chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (119 mg) in acetone (1 ml) in a microwave vial is added 2N HCl (0.6 ml) and the resultant solution is heated to 130° C. by microwave irradiation, with stirring, for 30 minutes. The crude reaction mixture is quenched with sodium hydrogen carbonate until the cessation of effervescence, and the reaction partitioned between ethyl acetate (40 ml) and saturated aqueous ammonium chloride (40 ml). The organic layer is removed, washed with saturated brine solution, dried over magnesium sulphate, filtered, and the solvent is removed from the filtrate under reduced pressure to give 4-(6-chloro-4-methyl-pyridin-3-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (104 mg).

Aufarbeitung

  1. customThe crude reaction mixture
  2. customis quenched with sodium hydrogen carbonate until the cessation of effervescence
  3. customthe reaction partitioned between ethyl acetate (40 ml) and saturated aqueous ammonium chloride (40 ml)
  4. customThe organic layer is removed
  5. washwashed with saturated brine solution
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customthe solvent is removed from the filtrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7acf0b4829a94249bbfc514e19d78bde
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530667B2

Notizen zur Reaktion

Wird geladen…