تفاعل #1566914

ord-366d626554ab459fa8f19e26ecee9cea

معادلة التفاعل

COC(=O)c1ccc(C(C)O)cc1
methyl 4-(1-hydroxyethyl)benzoate
CCO
ethanol
[Br][Bi]([Br])[Br]
bismuth(III) bromide
CCOC(C)c1ccc(C(=O)OC)cc1
methyl 4-(1-ethoxy ethyl)benzoate
المردود 55.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe mixture was stirred at room temperature for 12 hours
  2. 2
    تركيزThen the mixture was concentrated
  3. 3
    أخرىpurified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1)

الإجراء التجريبي

To the solution of ethanol (77 mg, 1.67 mmol) in perchloromethane (80 mL) was added bismuth(III) bromide (743 mg, 1.67 mmol), the mixture was stirred for 30 minutes at room temperature, the methyl 4-(1-hydroxyethyl)benzoate (300 mg, 1.67 mmol) was added, the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give methyl 4-(1-ethoxy ethyl)benzoate (191 mg, 55%) as oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09409865B2uspto-grants-2016_08