Water → 2-{4-[Hydroxy(2-oxothiolan-3-yl)methyl]phenyl}propionic acid

HRID 1685814노트

반응식

HRID 1685814 반응식
[OH:1][CH:2]([CH:16]1[CH2:20][CH2:19][S:18][C:17]1=[O:21])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([O:12]CC)=[O:11])=[CH:5][CH:4]=1.S(=O)(=O)(O)O.O>O1CCOCC1>[OH:1][CH:2]([CH:16]1[CH2:20][CH2:19][S:18][C:17]1=[O:21])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 59202209Ethyl 2-{4-[hydroxy(2-oxothiolan-3-yl)methyl]phenyl}propionate

생성물 1

HCID 592021982-{4-[Hydroxy(2-oxothiolan-3-yl)methyl]phenyl}propionic acid수율 66.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Ethyl 2-{4-[hydroxy(2-oxothiolan-3-yl)methyl]phenyl}propionate (106 mg) obtained in Example 32 was dissolved in 1,4-dioxane (2.0 ml), and to the solution was added 30% aqueous sulfuric acid (2.0 ml), and the solution was stirred overnight at room temperature. After completion of the reaction, to the reaction mixture was added water, and the mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/methanol=10/1) to give the title compound (64 mg, 66%).

후처리

  1. customAfter completion of the reaction
  2. extractionthe mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (chloroform/methanol=10/1)

출처 및 근거

ORD 기록
ord-ca818b9643f9485fa74dc783da9a4343
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148421B2

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