反应 #806301

ord-3cc7f94ea998413fa5b40ec20e65c8e4

反应方程式

COc1cc(C=O)ccc1O
vanillin
CCOC(=O)CBr
ethyl bromoacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)COc1ccc(C=O)cc1OC
(4-Formyl-2-methoxy-phenoxy)-acetic acid ethyl ester

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度were heated
  2. 2
    温度to reflux for 3 hours
  3. 3
    其他to come to rt
  4. 4
    其他the residue partitioned between water and ethyl acetate
  5. 5
    洗涤The ethyl acetate was washed with brine
  6. 6
    干燥dried over magnesium sulfate
  7. 7
    浓缩The organic layer was concentrated
  8. 8
    其他the solid triturated with hexanes
  9. 9
    其他to yield 28.4 grams of example No

实验过程

A flask containing vanillin (20 g, 0.13 mol), ethyl bromoacetate (28.4 g, 0.17 mol) and potassium carbonate (32.7 g, 0.24 mol) and acetone 200 mL were heated to reflux for 3 hours. The reaction was allowed to come to rt. The acetone was stripped off and the residue partitioned between water and ethyl acetate. The ethyl acetate was washed with brine and dried over magnesium sulfate. The organic layer was concentrated and the solid triturated with hexanes to yield 28.4 grams of example No. 169.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07132417B2uspto-grants-2006_11