反应详情

温度

0 °C

In a 16 mL vial, tert-butyl 3-[(Z)-amino(hydroxyimino)methyl]azetidine-1-carboxylate (170 mg, 0.74 mmol; which may be prepared as described in Step 3) was dissolved in acetonitrile (7.4 mL) and cooled to 0° C. under nitrogen. DIPEA (387 μL, 2.22 mmol) and acetyl chloride (105 μL, 1.48 mmol) were added dropwise and the reaction mixture was allowed to warm to room temperature then heated to 80° C. overnight, cooled and concentrated. The residue was taken up in EtOAc and water, the aqueous layer extracted with EtOAc, dried over Na2SO4 and concentrated. The residue was taken up in o-xylene (8.4 mL) and heated to 150° C. for 2 h and concentrated. The crude mixture was purified on column chromatography (eluent: Pentane/EtOAc 7/3) to give the title compound (97 mg, 55%) as an oil.

1. temperatureto warm to room temperature
2. temperaturethen heated to 80° C. overnight
3. temperaturecooled
4. concentrationconcentrated
5. extractionwater, the aqueous layer extracted with EtOAc
6. dry with materialdried over Na2SO4
7. concentrationconcentrated
8. temperatureheated to 150° C. for 2 h
9. concentrationconcentrated
10. customThe crude mixture was purified on column chromatography (eluent: Pentane/EtOAc 7/3)