반응 #1985941

ord-8a80e624349342b3b650619df4c01469

반응 방정식

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

반응 조건

온도
45°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGstirred at room temperature for 3 days
  2. 2
    여과filtered
  3. 3
    workup.DISSOLUTIONThe solid is dissolved in toluene
  4. 4
    세척the solution washed with brine
  5. 5
    건조dried over magnesium sulfate
  6. 6
    여과filtered
  7. 7
    농축concentrated in vacuo
  8. 8
    기타The residue is recrystallized twice from hexanes

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05571506uspto-grants-1996_11