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Sodium Hydroxide → 2-Methoxyimino-3,3-ethylenedioxybutyric acid

HRID 463380
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HRID 463380 반응식
[OH-].[Na+].[CH3:3][O:4][N:5]=[C:6]([C:12]1([O:17][CH2:16][CH2:15][O:14]1)[CH3:13])[C:7]([O:9]CC)=[O:8]>C(O)C>[CH3:3][O:4][N:5]=[C:6]([C:12]1([O:14][CH2:15][CH2:16][O:17]1)[CH3:13])[C:7]([OH:9])=[O:8]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 54382027Ethyl 2-methoxyimino-3,3-ethylenedioxybutyrate

생성물 1

HCID 544524052-Methoxyimino-3,3-ethylenedioxybutyric acid수율 79.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1N Aqueous sodium hydroxide (130 ml) was added to a solution of ethyl 2-methoxyimino-3,3-ethylenedioxybutyrate (syn isomer, 25.7 g) in ethanol (150 ml), and stirred at ambient temperature overnight. The resultant solution was concentrated under reduced pressure. The residue was dissolved in a saturated aqueous solution of sodium chloride (80 ml) and washed with diethyl ether. Diethyl ether (100 ml) was added to the aqueous solution, adjusted to pH 1 with 10% hydrochloric acid and the diethyl ether layer was separated. The aqueous layer was extracted with diethyl ether (50 ml) twice. The diethyl ether layer and the extracts were combined, washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. After evaporating the solvent, the residue was crystallized and washed with n-hexane. The precipitates were collected by filtration and dried to give 2-methoxyimino-3,3-ethylenedioxybutyric acid (syn isomer, 17.7 g).

후처리

  1. concentrationThe resultant solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in a saturated aqueous solution of sodium chloride (80 ml)
  3. washwashed with diethyl ether
  4. additionDiethyl ether (100 ml) was added to the aqueous solution
  5. customthe diethyl ether layer was separated
  6. extractionThe aqueous layer was extracted with diethyl ether (50 ml) twice
  7. washwashed with a saturated aqueous solution of sodium chloride
  8. dry with materialdried over magnesium sulfate
  9. customAfter evaporating the solvent
  10. customthe residue was crystallized
  11. washwashed with n-hexane
  12. filtrationThe precipitates were collected by filtration
  13. customdried

출처 및 근거

ORD 기록
ord-d32bc1a5871a4ed68dd4f2a9f9740b20
출처 데이터셋
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04518774

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