反应 #1994251

ord-7acba4c4ad19485daa32e96c3811725f

反应方程式

[Na+].[OH-]
NaOH
CC(=O)CC(C)=O
acetylacetone
C=CCBr
Allyl bromide
C=CCC(C(C)=O)C(C)=O
3-allylpentane-2,4-dione
收率 48.0%

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度without cooling over a period of 10 min
  2. 2
    workup.ADDITIONAfter addition
  3. 3
    温度the reaction mixture was refluxed for an additional 2 h
  4. 4
    温度The mixture was cooled
  5. 5
    过滤filtered
  6. 6
    其他to remove excess NaBr
  7. 7
    其他MeOH and the excess allyl bromide were removed by distillation
  8. 8
    其他The product, 5, was isolated as a yellow oil, 6.72 g (48% yield), between 81-87° C.

实验过程

NaOH (4.51 g, 113 mmol) was dissolved in anhydrous MeOH. After cooling the mixture to 0° C. using an ice-bath, acetylacetone (10.0 g, 99.8 mmol) was added while stirring over a period of several minutes. Allyl bromide (10.4 mL, 123 mmol) was then added without cooling over a period of 10 min. After addition was complete, the reaction mixture was refluxed for an additional 2 h. The mixture was cooled and filtered to remove excess NaBr. MeOH and the excess allyl bromide were removed by distillation. The product, 5, was isolated as a yellow oil, 6.72 g (48% yield), between 81-87° C.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08597803B2uspto-grants-2013_12