Hydrochloric Acid → HCID 66597259, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[N:7]=[C:6]2[S:8][C:9]3[CH2:13][CH2:12][CH2:11][C:10]=3[C:5]2=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:3]=1[CH:20]([CH2:25][CH2:26][CH3:27])[C:21]([O:23]C)=[O:22].[O-2].[Li+].[Li+].Cl>O1CCOCC1.O>[CH3:1][C:2]1[N:7]=[C:6]2[S:8][C:9]3[CH2:13][CH2:12][CH2:11][C:10]=3[C:5]2=[C:4]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:3]=1[CH:20]([CH2:25][CH2:26][CH3:27])[C:21]([OH:23])=[O:22]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a solution of methyl [2-methyl-4-phenyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]pentanoate (0.111 g; 0.292 mmol) in dioxane (4 mL) and water (1 mL) was added a 1N lithium oxide solution (1.8 mL; 1.80 mmol). The reaction mixture was heated at 60° C. for 3 h and 1N lithium oxide solution (0.9 mL; 0.90 mmol) was added again. After 2.5 h at 60° C., the reaction mixture was acidified with 1N HCl (pH˜2) and partially concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was crystallized from a mixture of ethyl acetate/heptane to afford 0.051 g (48%) of the title compound as a white powder.
Aufarbeitung
- concentrationpartially concentrated under reduced pressure
- customThe residue was partitioned between ethyl acetate and water
- washThe organic layer was washed with brine
- dry with materialdried over sodium sulphate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe residue was crystallized from a mixture of ethyl acetate/heptane
Quellen und Nachweise
- ORD-Eintrag
- ord-74f55683cff2455481dbd9edea16a449
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08785638B2
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