Hydrochloric Acid → 6-Morpholino-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]
Reaktionsgleichung
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]3[N:13](C(=O)C)[CH2:14][C:15]4([CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)[C:10]3=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.Cl>C(#N)C>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:12]=[C:11]3[NH:13][CH2:14][C:15]4([CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)[C:10]3=[CH:9][CH:8]=2)[CH2:5][CH2:6]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 1-(6-morpholino-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-1-yl)ethanone (1.35 g, 4.27 mmol) in acetonitrile (30 mL) was treated with 2.0M aqueous HCl (12 mL). The reaction was stirred at rt overnight and then it was heated to 120° C. for 36 h. After this time the reaction was cooled to rt and quenched with aqueous NaOH. The mixture was partitioned between EtOAc (200 mL) and water (80 mL). The separated organic layer was washed with NaHCO3 (saturated aqueous solution) and then it was dried over MgSO4, filtered and evaporated in vacuo to give 6-morpholino-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran] as a pale solid. Mass Spectrum (ESI) m/e=275 (M+1).
Aufarbeitung
- temperatureit was heated to 120° C. for 36 h
- temperatureAfter this time the reaction was cooled to rt
- customquenched with aqueous NaOH
- customThe mixture was partitioned between EtOAc (200 mL) and water (80 mL)
- washThe separated organic layer was washed with NaHCO3 (saturated aqueous solution)
- dry with materialit was dried over MgSO4
- filtrationfiltered
- customevaporated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-62c63346ed534874b3cdc3d8545af754
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08765940B2
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