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Diethyl Malonate → HCID 57619613, 화합물

HRID 545294
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HRID 545294 반응식
[H-].[Na+].[C:3]([O:11][CH2:12][CH3:13])(=[O:10])[CH2:4][C:5]([O:7]CC)=O.[Cl:14][C:15]1[C:20](=O)[O:19][C:18](=O)[N:17](C)[C:16]=1[CH3:24]>O1CCCC1>[Cl:14][C:15]1[C:20]([OH:19])=[C:4]([C:3]([O:11][CH2:12][CH3:13])=[O:10])[C:5](=[O:7])[N:17]([CH3:18])[C:16]=1[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7761Diethyl MalonateHCID 24758Sodium hydrideHCID 576721385-Chloro-3,4-dimethyl-2H-1,3-oxazine-2,6(3H)-dione

생성물 1

HCID 57619613HCID 57619613, 화합물수율 62.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 0.43 g of sodium hydride (60%) was added 35 ml of tetrahydrofuran, 2.5 ml of a solution of 1.76 g diethyl malonate in tetrahydrofuran was further added under ice cooling, and the mixture was stirred at room temperature for 1 hour. To the mixture was added 1.74 g of 5-chloro-3,4-dimethyl-2H-1,3-oxazine-2,6(3H)-dione, and this was stirred for 3.5 hours under heat refluxing condition. The reaction mixture was concentrated under reduced pressure. To the residue, 20 ml of water and 15 ml of 1 mol/L hydrochloric acid were sequentially added, followed by extraction with 85 ml of chloroform twice. The organic layer was dried with magnesium sulfate, filtered, and concentrated. The residue was washed with n-hexane to obtain 1.52 g of ethyl 5-chloro-1.6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate represented by the formula:

후처리

  1. additionwas further added under ice cooling
  2. stirringthis was stirred for 3.5 hours
  3. temperatureunder heat
  4. temperaturerefluxing condition
  5. concentrationThe reaction mixture was concentrated under reduced pressure
  6. additionTo the residue, 20 ml of water and 15 ml of 1 mol/L hydrochloric acid were sequentially added
  7. extractionfollowed by extraction with 85 ml of chloroform twice
  8. dry with materialThe organic layer was dried with magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated
  11. washThe residue was washed with n-hexane

출처 및 근거

ORD 기록
ord-1376f6c1d69e4dfa88335c6e6cd39580
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935716B2

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