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Sodium Hydroxide → HCID 11141777, 화합물

HRID 377566
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HRID 377566 반응식
[OH-].[Na+].[CH3:3][S:4][CH2:5][C:6]1[O:11][CH2:10][N:9]([C:12]([CH3:19])([CH3:18])[C:13]([O:15]CC)=[O:14])[C:8](=[O:20])[C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C.O1CCOCC1.O>[CH3:3][S:4][CH2:5][C:6]1[O:11][CH2:10][N:9]([C:12]([CH3:19])([CH3:18])[C:13]([OH:15])=[O:14])[C:8](=[O:20])[C:7]=1[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 14798Sodium HydroxideHCID 19354572HCID 19354572, 화합물

생성물 1

HCID 11141777HCID 11141777, 화합물수율 38.7%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매2회HCID 312751,4-Dioxane용매

반응 조건

온도
60 °C

실험 절차

A solution of sodium hydroxide (16.43 g) in 10 water was added to a stirred solution of ethyl 2-(2,3-dihydro-6-methylthiomethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (68 g) in a mixture of ethanol and 1,4-dioxan. The solution was heated at 60° C. for 6 hours, allowed to cool and the solvent was removed under reduced pressure to give an orange oil which was dissolved in water. The aqueous solution was washed with dichloromethane, acidified to pH 1 with concentrated hydrochloric acid, extracted with dichloromethane, the extract dried (magnesium sulphate) and evaporated under reduced pressure. The residue was purified by chromatography on silica gel, eluting with dichloromethane/ethyl acetate to give 2-(2,3-dihydro-6-methylthiomethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoic acid (24.2 g) as a yellow solid, m.p. 136-137° C.

후처리

  1. temperatureto cool
  2. customthe solvent was removed under reduced pressure
  3. customto give an orange oil which
  4. washThe aqueous solution was washed with dichloromethane
  5. extractionextracted with dichloromethane
  6. dry with materialthe extract dried (magnesium sulphate)
  7. customevaporated under reduced pressure
  8. customThe residue was purified by chromatography on silica gel
  9. washeluting with dichloromethane/ethyl acetate

출처 및 근거

ORD 기록
ord-58038c6d686241d8b1c4fd33627180f6
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06028032

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