Citric Acid → HCID 7219635, 화합물

HRID 656254노트

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HRID 656254 반응식
[OH-].[K+].[C:3](O)(=O)[CH2:4][C:5]([CH2:10][C:11]([OH:13])=O)([C:7]([OH:9])=[O:8])O.[CH3:16]N(C)C=O>>[C@@H:4]12[O:13][C@@H:11]([CH:16]=[CH:3]1)[CH2:10][C@@H:5]2[C:7]([OH:9])=[O:8]

참가 물질

4

반응물 3

HCID 311Citric AcidHCID 6228DimethylformamideHCID 14797Potassium Hydroxide

생성물 1

HCID 7219635HCID 7219635, 화합물

반응 조건

온도
60 °C

실험 절차

A solution of 1 mmol of (1R,2R)-2-(naphthalene-2-sulphonyl)cyclohexyl ester (exo)-(1R,2S,4R)-7-oxabicyclo[2.2.1]-hept-5-ene-2-carboxylate in 5 ml of N,N-dimethylformamide is mixed with 2 mmol of potassium hydroxide and stirred at 60° C. for 17 hours. The reaction mixture is cooled to room temperature and, after addition of 1M citric acid solution, extracted with tert-butyl methyl ether (3×). The combined organic phases are washed with cold water and cold brine, dried with sodium sulphate and evaporated at room temperature. The title compound is identified by means of the Rf from the residue by flash chromatography (SiO2 60 F).

후처리

  1. temperatureThe reaction mixture is cooled to room temperature
  2. extractionextracted with tert-butyl methyl ether (3×)
  3. washThe combined organic phases are washed with cold water and cold brine
  4. dry with materialdried with sodium sulphate
  5. customevaporated at room temperature

출처 및 근거

ORD 기록
ord-76d18b15c8c64890912e8900e8f20340
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071651B2

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