Citric Acid → HCID 7219635、化合物

HRID 656254ノート

反応式

HRID 656254 の反応式
[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]

参加物

4

反応物 3

HCID 311Citric AcidHCID 6228DimethylformamideHCID 14797Potassium Hydroxide

生成物 1

HCID 7219635HCID 7219635、化合物

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-76d18b15c8c64890912e8900e8f20340
出典データセット
uspto-grants-2011_12
特許番号
US08071651B2

反応ノート

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