Hydrochloric Acid → 1,5-Di(2-furyl)-3-(2,4-dimethoxyphenyl)-1,5-pentanedione

HRID 5549

反応式

HRID 5549 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=O.[C:13]([C:16]1[O:17][CH:18]=[CH:19][CH:20]=1)(=[O:15])[CH3:14].[OH-:21].[K+].Cl>CO.O>[O:17]1[CH:18]=[CH:19][CH:20]=[C:16]1[C:13](=[O:15])[CH2:14][CH:5]([C:4]1[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:3]=1[O:2][CH3:1])[CH2:14][C:13]([C:16]1[O:17][CH:18]=[CH:19][CH:20]=1)=[O:21]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 145052-AcetylfuranHCID 14797Potassium HydroxideHCID 691752,4-Dimethoxybenzaldehyde

生成物 1

HCID 150019121,5-Di(2-furyl)-3-(2,4-dimethoxyphenyl)-1,5-pentanedione

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒

反応条件

温度
55 °C

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.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux
  3. extractionextracted with CH2Cl2
  4. dry with materialThe CH2Cl2 extracts were dried (Na2SO4)
  5. customthe solvents removed at high vacuum
  6. waiton standing overnight
  7. customaffording 36.7 g of crude dione 3

出典と根拠

ORDレコード
ord-a5d5033460474ef09b7089853a326df4
出典データセット
uspto-grants-1993_09
特許番号
US05245038

関連ノート

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