Methanol → HCID 21993439、化合物

HRID 1977578ノート

反応式

HRID 1977578 の反応式
[CH2:1]([O:3][C:4]([NH:6][CH:7]([C:13]([OH:15])=[O:14])[CH2:8][CH:9]1[CH2:12][CH2:11][CH2:10]1)=[O:5])[CH3:2].S(Cl)(Cl)=O.[CH3:20]O>>[CH2:1]([O:3][C:4]([NH:6][CH:7]([C:13]([O:15][CH3:20])=[O:14])[CH2:8][CH:9]1[CH2:10][CH2:11][CH2:12]1)=[O:5])[CH3:2]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 21993433HCID 21993433、化合物

生成物 1

HCID 21993439HCID 21993439、化合物

反応条件

温度
-15 °C

実験手順

11 g (51 mmol) of ethoxycarbonyl-3-cyclobutyl-DL-alanine (Example 1, Step A) is dissolved in 100 ml of methanol, cooled to −15° C. and 10 ml (137 mmol) of thionyl chloride is added at constant stirring. Stirring is continued without further cooling. When the reaction mixture reaches room temperature, stirring is continued for further 2 hours. The solution is then evaporated at a pressure of 2.0-2.5 kPa. The residual oil is dissolved in 40 ml of ethyl acetate, washed with 10 ml of 1N HCl, 2×10 ml of 5% NaHCO3 and 2×10 ml of water, dried over anhydrous sodium sulphate and evaporated to dryness at a pressure of 2.0-2.5 kPa. The residue is considered to be pure [yield: 10.8 g (92%), Rf(1)=0.85; Rf(6)=0.65] and is used without further treatment in the next step.

後処理

  1. temperaturewithout further cooling
  2. customreaches room temperature
  3. stirringstirring
  4. customThe solution is then evaporated at a pressure of 2.0-2.5 kPa
  5. dissolutionThe residual oil is dissolved in 40 ml of ethyl acetate
  6. washwashed with 10 ml of 1N HCl, 2×10 ml of 5% NaHCO3 and 2×10 ml of water
  7. dry with materialdried over anhydrous sodium sulphate
  8. customevaporated to dryness at a pressure of 2.0-2.5 kPa

出典と根拠

ORDレコード
ord-527e980abb4241f39794b65771c71277
出典データセット
uspto-grants-2001_05
特許番号
US06235707B1

反応ノート

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