تفاعل #5491

ord-0675e965fa4340e2acbd5041468c8136

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction is quenched
  2. 2
    درجة الحرارةby cooling to 0° C.
  3. 3
    workup.ADDITIONadding concentrated hydrochloric acid (20 mL)
  4. 4
    workup.ADDITIONdiluting with water
  5. 5
    استخلاصextracting several times with ethyl acetate
  6. 6
    تجفيفThe combined organic layers are dried (MgSO4)
  7. 7
    أخرىthe solvent is evaporated

الإجراء التجريبي

Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid (0.75 g, 3.06 mmol) is dissolved in pyridine (20 mL). Acetyl chloride (0.26 g, 3.37 mmol) is added, and the reaction is stirred at room temperature overnight. The reaction is quenched by cooling to 0° C., adding concentrated hydrochloric acid (20 mL), diluting with water, and extracting several times with ethyl acetate. The combined organic layers are dried (MgSO4), and the solvent is evaporated to give trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid, MS:M+1=288.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05244889uspto-grants-1993_09