تفاعل #1955892

ord-2ac69597353d41bda0e0257589f3accc

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction was concentrated in vacuo
  2. 2
    workup.ADDITIONdiluted with EtOAc (200 mL)
  3. 3
    غسيلwashed with deionized water (2×150 mL)
  4. 4
    تجفيفThe organic layer was dried over MgSO4
  5. 5
    تركيزconcentrated
  6. 6
    أخرىdried in vacuo
  7. 7
    أخرىThe crude product was purified by flash column chromatography (silica, 0-20% EtOAc in hexane)

الإجراء التجريبي

A mixture of 4-(methylthio)phenylacetic acid (5.10 g, 28.0 mmol) and H2SO4 (0.155 mL, 2.80 mmol) in EtOH (150 mL) in a 500 mL round bottom flask, were stirred at 100° C. for 26 hours. The reaction was concentrated in vacuo, diluted with EtOAc (200 mL), washed with deionized water (2×150 mL), and then with brine (100 mL). The organic layer was dried over MgSO4, concentrated, and dried in vacuo. The crude product was purified by flash column chromatography (silica, 0-20% EtOAc in hexane) to give the title compound (5.95 g). MS m/e=211 (M+H)+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07635715B2uspto-grants-2009_12