Hydrochloric Acid → cis 4-Fluoromethyl-3-amino-2-oxo-azetidine hydrochloride

14 ml of a solution of 1 ml of hydrazine hydrate in 50 ml of dioxane were added to a suspension of 1.24 g of the product of Step D in 1.2 ml of dioxane and the mixture was stirred at room temperature for 45 minutes and 5 ml of N hydrochloric acid were added thereto. The mixture was stirred for 15 hours and was evaporated to dryness. The residue was added to water and 2.3 ml of N hydrochloric acid with stirring and the mixture was filtered. Ethanol was added to the filtrate and the mixture was evaporated to dryness. Methanol was added to the residue followed by ethanol addition and the mixture was evaporated to dryness. The product was crystallized from methanol to obtain 0.391 g of cis 4-fluoromethyl-3-amino-2-oxo-azetidine hydrochloride melting at ≃220° C. (decomposition).

1. stirringThe mixture was stirred for 15 hours
2. customwas evaporated to dryness
3. additionThe residue was added to water and 2.3 ml of N hydrochloric acid
4. stirringwith stirring
5. filtrationthe mixture was filtered
6. additionEthanol was added to the filtrate
7. customthe mixture was evaporated to dryness
8. additionMethanol was added to the residue
9. additionfollowed by ethanol addition
10. customthe mixture was evaporated to dryness
11. customThe product was crystallized from methanol

ORD record

ord-610700972c4e43979364baa9b939ccae

Source dataset

uspto-grants-1991_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05057512