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Hydrochloric Acid → 4-Benzoyldihydro-3H-furan-2-one

HRID 8194
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HRID 8194 반응식
[C:1]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:14](=O)([O-])[O-].[K+].[K+].C=O.Cl>O>[C:1]([CH:9]1[CH2:14][O:12][C:11](=[O:13])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 728713-Benzoylpropionic acid

생성물 1

HCID 2297594-Benzoyldihydro-3H-furan-2-one수율 84.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3-benzoylpropionic acid (18 g, 101 mmol), potassium carbonate (10 g, 75 mmol), water (45 mL) and formaldehyde (36% in water, 7.8 mL, 101 mmol) is stirred at room temperature for 5 days, warmed to 30° C. and stirred for 3 additional days. To this mixture is added concentrated hydrochloric acid (10 mL) to pH 5.0, heated at 50° C. for 30 min. and cooled to room temperature. The mixture is extracted with chloroform (4×200 mL) and the combined organic extracts washed with sodium carbonate (10% in water, 3×100 mL). The solution is dried with anhydrous sodium sulfate and filtered. The filtrate is concentrated in vacuo to yield 4-benzoyl-dihydro-furan-2-one (12 g) as a colorless liquid.

후처리

  1. temperaturewarmed to 30° C.
  2. stirringstirred for 3 additional days
  3. temperatureheated at 50° C. for 30 min.
  4. temperaturecooled to room temperature
  5. extractionThe mixture is extracted with chloroform (4×200 mL)
  6. washthe combined organic extracts washed with sodium carbonate (10% in water, 3×100 mL)
  7. dry with materialThe solution is dried with anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-cf969af1f15b46b8932210d8fa0e3faf
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07087626B2

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