Methanol → 3-Amino-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone

3-Phthalimido-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone (1.90 g.) and N,N-dimethyl-1,3-propanediamine (1.14 g.) were added to a mixture of methanol (20 ml.) and chloroform (5 ml.), whereafter the mixture was stirred at ambient temperature for 17 hours. The reaction mixture was evaporated to dryness under reduced pressure to give a residue, which was dissolved in ethyl acetate (20 ml.). The solution was extracted with three portions of an aqueous solution consisting of 1N hydrochloric acid (5.3 ml.) and water (11.3 ml.), and then the combined extract was washed with ethyl acetate. The aqueous solution was adjusted to pH 8 with sodium bicarbonate under ice-cooling and then extracted with three 10 ml. portions of chloroform. The extracts were washed with water and then dried over magnesium sulfate. The solvent was removed by distillation from the solution under reduced pressure to give oily 3-amino-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone (1.030 g.).

1. customThe reaction mixture was evaporated to dryness under reduced pressure
2. customto give a residue, which
3. extractionThe solution was extracted with three portions of an aqueous solution
4. extractionthe combined extract
5. washwas washed with ethyl acetate
6. temperaturecooling
7. extractionextracted with three 10 ml
8. washThe extracts were washed with water
9. dry with materialdried over magnesium sulfate
10. customThe solvent was removed by distillation from the solution under reduced pressure

ORD record

ord-c73f9d88e3dd4fdea7fb67d41afa9d7c

Source dataset

uspto-grants-1984_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04472300