Diethyl Oxalate → Diethyl 2-butyl-3-oxobutanedioate

HRID 398987

反応式

HRID 398987 の反応式
[C:1]([O:8][CH2:9][CH3:10])(=[O:7])[C:2]([O:4]CC)=O.CC[O-].[Na+].[Na].[C:16]([O:23][CH2:24][CH3:25])(=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>O.C(O)C.CCOCC>[CH2:18]([CH:17]([C:2](=[O:4])[C:1]([O:8][CH2:9][CH3:10])=[O:7])[C:16]([O:23][CH2:24][CH3:25])=[O:22])[CH2:19][CH2:20][CH3:21]

参加物

8

反応物 4

HCID 7268Diethyl OxalateHCID 31265Ethyl hexanoateHCID 2723922Sodium ethoxideHCID 5360545Sodium

生成物 1

HCID 251159Diethyl 2-butyl-3-oxobutanedioate

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

100 ml of ether, then 13.55 ml of diethyl oxalate were added to a solution of sodium ethylate prepared by stirring 2.3 g of sodium and 150 ml of ethanol at 40° C. for one hour. The mixture was refluxed for 15 minutes, cooled down slightly and 50 ml of ethyl caproate were added. The mixture was stirred at reflux for 3 hours and at 30° C. to 35° C. for 16 hours. 50 ml of water were added and the aqueous phase was separated by decanting, washed twice with ether and acidified with 2N hydrochloric acid. Extraction was carried out 3 times with ether and the combined organic phases were washed with water, then with a saturated solution of sodium chloride, dried and evaporated to dryness to obtain 9.5 g of the desired product which was used as is for the following step.

後処理

  1. customprepared
  2. temperatureThe mixture was refluxed for 15 minutes
  3. temperaturecooled down slightly
  4. temperatureat reflux for 3 hours and at 30° C. to 35° C. for 16 hours
  5. customthe aqueous phase was separated
  6. customby decanting
  7. washwashed twice with ether
  8. extractionExtraction
  9. washthe combined organic phases were washed with water
  10. dry with materialwith a saturated solution of sodium chloride, dried
  11. customevaporated to dryness

出典と根拠

ORDレコード
ord-88d0b947f0114e4dae17c9002676060a
出典データセット
uspto-grants-1998_10
特許番号
US05817674

関連ノート

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