تفاعل #1566908

ord-d2d43a9475f9494c8b9dcb738c8fe8bd

معادلة التفاعل

COC(=O)c1ccc(C(C)O)cc1
methyl 4-(1-hydroxyethyl)benzoate
CO
methanol
[Br][Bi]([Br])[Br]
bismuth (III) bromide
COC(=O)c1ccc(C(C)OC)cc1
methyl-4-(1-methoxyethyl)benzoate
المردود 57.0%

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 methanol (53 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-methoxyethyl)benzoate (185 mg, 57%), as oil.

المصدر

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