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Ethanol → 9-Oxo-9H-xanthene-3-carboxylic acid

HRID 1013926
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HRID 1013926 반응식
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[O:19])[C:10]3[C:15]([O:16][C:17]=2[CH:18]=1)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:4].CCO>[OH-].[Na+]>[O:19]=[C:9]1[C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:18][C:17]=2[O:16][C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2
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참가 물질

4

반응물 2

HCID 702EthanolHCID 473475Methyl 9-oxoxanthene-3-carboxylate2회

생성물 1

HCID 4734739-Oxo-9H-xanthene-3-carboxylic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

A sample of 9-Oxo-9H-xanthene-3-carboxylic acid methyl ester, compound 4a, (16.6 g, 65.3 mmol) was suspended in 250 mL of 3 N NaOH and 250 mL of EtOH and heated to reflux for 1 h. At that time the EtOH was evaporated and the reaction was poured into 6 N HCl over ice and extracted with large volumes of 1:1 THF/diethyl ether. The combined organic phases were washed with brine, dried over magnesium sulfate, filtered and evaporated to provide 13.35 g of Compound 5a (55.6 mmol) after drying in a vacuum oven at 50° C. overnight.

후처리

  1. temperatureto reflux for 1 h
  2. customAt that time the EtOH was evaporated
  3. additionthe reaction was poured into 6 N HCl over ice
  4. extractionextracted with large volumes of 1:1 THF/diethyl ether
  5. washThe combined organic phases were washed with brine
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-6ca9ebfd19974a95a3b3d7d8ff00e65e
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07982042B2

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