تفاعل #9347

ord-7592862b4de4400099977859206fead8

معادلة التفاعل

Cl
HCl
COC(=O)Cc1ccc(O)cc1
Methyl (4-hydroxyphenyl)acetate
O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
CC(C)Br
2-bromopropane
COC(=O)Cc1ccc(OC(C)C)cc1
methyl (4-(1-methylethoxy)phenyl)acetate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate
  2. 2
    أخرىThe organic phase was separated
  3. 3
    غسيلwashed with water
  4. 4
    تجفيفThe organic phase was dried over sodium sulfate
  5. 5
    أخرىthe solvent was evaporated
  6. 6
    أخرىto give an oil
  7. 7
    أخرىThe resulting oil was chromatographed on silica gel

الإجراء التجريبي

Methyl (4-hydroxyphenyl)acetate (1.0 g, 1.0 eq), Cs2CO3 (2.15 g, 1.1 eq) and 2-bromopropane (0.565 mL. 1.0 eq) were combined in 100 ml DMF at room temperature. The mixture was stirred overnight. The suspension was poured into 50 mL 1 N HCl and extracted with ethyl acetate. The organic phase was separated and washed with water followed by sodium bicarbonate. The organic phase was dried over sodium sulfate and the solvent was evaporated to give an oil. The resulting oil was chromatographed on silica gel using hexanes and ethyl acetate (95:5) to give methyl (4-(1-methylethoxy)phenyl)acetate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091230B2uspto-grants-2006_08