反应 #1985941

ord-8a80e624349342b3b650619df4c01469

反应方程式

BrBr
bromine
COc1cc(C=O)ccc1OC(C)=O
4-acetoxy-3-methoxybenzaldehyde
CC(=O)[O-].[Na+]
sodium acetate
II
iodine
COc1cc(C=O)c(Br)cc1OC(C)=O
desired product
COc1cc(C=O)c(Br)cc1OC(C)=O
4-Acetoxy-6-bromo-3-methoxybenzaldehyde

反应条件

温度
45°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGstirred at room temperature for 3 days
  2. 2
    过滤filtered
  3. 3
    workup.DISSOLUTIONThe solid is dissolved in toluene
  4. 4
    洗涤the solution washed with brine
  5. 5
    干燥dried over magnesium sulfate
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated in vacuo
  8. 8
    其他The residue is recrystallized twice from hexanes

实验过程

To a mixture of 4-acetoxy-3-methoxybenzaldehyde (75.7 g), anhydrous sodium acetate (76 g) and iodine (0.8 g) in acetic acid (300 ml) is added bromine (21 ml). The mixture is warmed to 45° C. for about 1 hour, then stirred stirred at room temperature for 3 days, poured into water (700 ml) and filtered. The solid is dissolved in toluene and the solution washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is recrystallized twice from hexanes to give the desired product.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05571506uspto-grants-1996_11