Diethyl Oxalate → Diethyl 2-butyl-3-oxobutanedioate

HRID 398987

반응식

HRID 398987 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 251159Diethyl 2-butyl-3-oxobutanedioate

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-88d0b947f0114e4dae17c9002676060a
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817674

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