تفاعل #2175521

ord-32dfef6713044e6e884a2bfe1def42a0

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe precipitated dicyclohexylurea (DCU) was filtered
  2. 2
    أخرىthe solvent removed under vacuum
  3. 3
    أخرىThe resulting residue was crystallized from ethyl acetate:petroleum ether (60:80)

الإجراء التجريبي

To the stirred solution of 17-oximino-5-androsten-3β-ol (9) (0.5 g, 1.6 mmol) and dicyclohexylcarbodiimide (DCC) (0.34 g, 1.6 mmol) in anhydrous dichloromethane (30.0 ml), p-nitrobenzoic acid (0.27 g, 1.6 mmol) was added. The reaction mixture was stirred for 48 hr at room temperature (20-25°) and completion of the reaction was monitored by TLC. The precipitated dicyclohexylurea (DCU) was filtered and the solvent removed under vacuum. The resulting residue was crystallized from ethyl acetate:petroleum ether (60:80) to give 17-oximino-5-androsten-3β-yl 4-nitrobenzoate (11) (0.34 g, 68.0%) mp 185-188° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08435975B2uspto-grants-2013_05