Hydrazine → HCID 21936680, Verbindung

Temperatur

80 °C

To a suspension of the above 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)isoindole-1,3-dione (3.85 mmol) in absolute ethanol (25 ml) was added hydrazine (0.36 ml, 11.55 mmol). The reaction was stirred at 80° C. (oil bath) for 6 hours, then cooled to ambient temperature and stirred for an additional 12 hours. The thick precipitate was filtered off and washed with ethanol. The filtrate was concentrated in vacuo and reconstituted in dichloromethane (20 ml), forming a small amount of a second precipitate, which was filtered off. The filtrate was evaporated in vacuo and the resulting oil was dissolved in water (10 ml) and basified with 1 N sodium hydroxide until pH=10. The aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml). The combined organic extracts were dried (K2CO3), filtered and the solvent evaporated in vacuo affording 0.42 g (63%) of (1,4-dioxa-8-aza-spiro[4.5]dec-7-yl)methylamine as an oil.

1. temperaturecooled to ambient temperature
2. stirringstirred for an additional 12 hours
3. filtrationThe thick precipitate was filtered off
4. washwashed with ethanol
5. concentrationThe filtrate was concentrated in vacuo
6. customforming a small amount of a second precipitate, which
7. filtrationwas filtered off
8. customThe filtrate was evaporated in vacuo
9. dissolutionthe resulting oil was dissolved in water (10 ml)
10. extractionThe aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml)
11. dry with materialThe combined organic extracts were dried (K2CO3)
12. filtrationfiltered
13. customthe solvent evaporated in vacuo

ORD-Eintrag

ord-306e7d4168d2449baefd5d1ed5f5527e

Quelldatensatz

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06410556B1