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Water → HCID 19096637, 화합물

HRID 486847
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HRID 486847 반응식
C(O)[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O.O.[CH3:25][C:26]1([CH3:38])[O:31][C:30](=[O:32])[C:29]([CH2:33][CH2:34][C:35](=[O:37])[CH3:36])=[CH:28][O:27]1>C(OCC)(=O)C>[CH3:38][C:26]1([CH3:25])[O:31][C:30](=[O:32])[C:29]([CH2:33][CH2:34][CH:35]([OH:37])[CH3:36])=[CH:28][O:27]1
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참가 물질

5

반응물 3

HCID 962WaterHCID 5988Sucrose2회HCID 190966312,2-Dimethyl-5-(3-oxobutyl)-1,3-dioxin-4-one

생성물 1

HCID 19096637HCID 19096637, 화합물수율 55%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
32 °C

실험 절차

30 g of baker's yeast (made by Oriental Yeast Co., Ltd.) and 15 g of saccharose were added in 30 ml of tap water, and the solution was then stirred at 32° C. for 30 minutes. Afterward, 350 mg of 2,2-dimethyl-5-(3-oxobutyl)-1,3-dioxin-4-one were added thereto, and the solution was then stirred overnight at the same temperature. 7.5 g of saccharose were further added thereto, followed by stirring overnight. Water of the reaction solution was then distilled off under reduced pressure, and the resultant residue was extracted with dichloromethane and then dried over anhydrous sodium sulfate. Afterward, the solvent was distilled off, and the residue was then subjected to column chromatography (an eluent of hexane:ethyl acetate=4:1), thereby obtaining 161 mg (yield 55%) of (-)-2,2-dimethyl-5-(3-hydroxybutyl)-1,3-dioxin-4-one [a compound having the formula (1) in which n is 2, X is a hydrogen atom, Y is a hydrogen atom, and a substituent is present at the 5-position].

후처리

  1. stirringthe solution was then stirred overnight at the same temperature
  2. stirringby stirring overnight
  3. distillationWater of the reaction solution was then distilled off under reduced pressure
  4. extractionthe resultant residue was extracted with dichloromethane
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationAfterward, the solvent was distilled off

출처 및 근거

ORD 기록
ord-7df38648450a46f09a98fae588ffe1a8
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05292891

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