Diethyl Oxalate → HCID 178473097、化合物

HRID 2427060ノート

反応式

HRID 2427060 の反応式
[CH3:1][CH:2]([CH3:6])[C:3](=[O:5])[CH3:4].[C:7](OCC)(=[O:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9].[O-]CC.[Na+]>C(O)C>[OH:5][C:3]([CH:2]([CH3:6])[CH3:1])=[CH:4][C:7](=[O:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9]

参加物

5

反応物 3

HCID 7268Diethyl OxalateHCID 112513-Methyl-2-butanoneHCID 2723922Sodium ethoxide

生成物 1

HCID 178473097HCID 178473097、化合物収率 83.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

To a mixture of 17.2 g of 3-methyl-2-butanone, 27.1 g of diethyl oxalate and 130 ml of ethanol was added 95 ml of sodium ethoxide (20% ethanol solution), and the resulting mixture was stirred at 60° C. for 5 hours. After allowed to cool to room temperature, a deposited precipitate was collected by filtration and washed with ethanol. The filter cake was partitioned between 2N hydrochloric acid and methyl t-butyl ether. The organic layer was washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 28.8 g of ethyl 4-hydroxy-5-methyl-2-oxo-3-hexenoate of the formula:

後処理

  1. temperatureto cool to room temperature
  2. filtrationa deposited precipitate was collected by filtration
  3. washwashed with ethanol
  4. customThe filter cake was partitioned between 2N hydrochloric acid and methyl t-butyl ether
  5. washThe organic layer was washed with an aqueous saturated sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-35a591561ea14e9c88aeec3b708c92c2
出典データセット
uspto-grants-2011_06
特許番号
US07968573B2

反応ノート

読み込み中…