Реакция #417996

ord-fad36bf0548844f082edb1deef558272

Уравнение реакции

[Na]
sodium
CCOC(=O)C(C)C(=O)OCC
2-methyl-malonic acid diethyl ester
BrCc1ccc(I)cc1
4-iodobenzyl bromide
CCOC(=O)C(C)(Cc1ccc(I)cc1)C(=O)OCC
desired product
CCOC(=O)C(C)(Cc1ccc(I)cc1)C(=O)OCC
2-(4-Iodo-benzyl)-2-methyl-malonic acid diethyl ester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураat reflux for 15 min
  2. 2
    workup.STIRRINGThe mixture is stirred
  3. 3
    Температураat reflux for 12 h
  4. 4
    ДругоеAfter that time, the solvent is evaporated
  5. 5
    Другоеthe residue is purified by column chromatography (silicia gel; cyclohexane:EtOAc 98:2)

Методика

220 mg (10 mmol) sodium in small pieces are added to 15 mL EtOH. After 15 min 1.65 mL (9.70 mmol) 2-methyl-malonic acid diethyl ester are added. The mixture is stirred at reflux for 15 min and subsequently 3.00 g (10.1 mmol) 4-iodobenzyl bromide are added. The mixture is stirred at reflux for 12 h. After that time, the solvent is evaporated and the residue is purified by column chromatography (silicia gel; cyclohexane:EtOAc 98:2) to yield the desired product.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877754B2uspto-grants-2014_11