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Butyl iodide → Ethyl 2-(butoxyimino)-3-oxobutanoate

HRID 364466
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HRID 364466 반응식
[CH2:1](I)[CH2:2][CH2:3][CH3:4].[OH:6][N:7]=[C:8]([C:14](=[O:16])[CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:6][N:7]=[C:8]([C:14](=[O:16])[CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:2][CH2:3][CH3:4]
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참가 물질

5

반응물 3

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 178472877HCID 178472877, 화합물

생성물 1

HCID 53974956Ethyl 2-(butoxyimino)-3-oxobutanoate수율 90.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

n-Butyl iodide (46.9 g.) was added dropwise to a stirred suspension of ethyl 2-hydroxyimino-3-oxobutyrate (syn isomer, 40 g.), potassium carbonate (52.7 g.) and acetone (200 ml.) under ice-cooling over 5 minutes, and stirred at room temperature for 4 hours. The resultant solution was filtered, and washed with acetone. The filtrate and washing solution were combined together and concentrated in vacuo. After adding water (300 ml.) to the residue, the solution was extracted with methylene chloride three times. The solution was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated in vacuo to give ethyl 2-n-butoxyimino-3-oxobutyrate (syn isomer, 48.8 g.), oil.

후처리

  1. temperaturecooling over 5 minutes
  2. filtrationThe resultant solution was filtered
  3. washwashed with acetone
  4. washThe filtrate and washing solution
  5. concentrationconcentrated in vacuo
  6. additionAfter adding water (300 ml.) to the residue
  7. extractionthe solution was extracted with methylene chloride three times
  8. washThe solution was washed with a saturated aqueous solution of sodium chloride
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4648413c3fb74a688c9decd33681cda7
출처 데이터셋
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04604456

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