反応 #5645

ord-a5d5033460474ef09b7089853a326df4

反応方程式

COc1ccc(C=O)c(OC)c1
2,4-dimethoxybenzaldehyde
[K+].[OH-]
potassium hydroxide
Cl
HCl
CC(=O)c1ccco1
2-acetylfuran
COc1ccc(C(CC(=O)c2ccco2)CC(=O)c2ccco2)c(OC)c1
1,5-Di(2-furyl)-3-(2,4-dimethoxyphenyl)-1,5-pentanedione

反応条件

温度
55°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The resulting mixture was heated
  2. 2
    温度to reflux
  3. 3
    抽出extracted with CH2Cl2
  4. 4
    乾燥The CH2Cl2 extracts were dried (Na2SO4)
  5. 5
    その他the solvents removed at high vacuum
  6. 6
    workup.WAITon standing overnight
  7. 7
    その他affording 36.7 g of crude dione 3

実験手順

Following the general methods outlined by Weller and Luellen (see above), to a solution of 16.6 g (0.1 mole) of 2,4-dimethoxybenzaldehyde 1 and 20 ml (0.2 mole) of 2-acetylfuran 2 in 100 ml of methanol was added 5.5 g of potassium hydroxide previously dissolved in a small amount of methanol. The resulting mixture was heated to reflux and then stirred overnight at 55° C. The solution was then poured into water acidified with 1N HCl and extracted with CH2Cl2. The CH2Cl2 extracts were dried (Na2SO4) and the solvents removed at high vacuum. The resulting amber oil solidified on standing overnight affording 36.7 g of crude dione 3.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05245038uspto-grants-1993_09