Potassium Hydroxide → HCID 66811476、化合物

HRID 1099203ノート

反応式

HRID 1099203 の反応式
[C:1]([N:4]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]1(C(OCC)=O)[C:15]([O:17]CC)=[O:16])(=[O:3])[CH3:2].[OH-].[K+]>C(O)C>[C:1]([N:4]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C@H:5]1[C:15]([OH:17])=[O:16])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 11056701HCID 11056701、化合物

生成物 1

HCID 66811476HCID 66811476、化合物収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of diethyl 1-acetyl-3-phenylpyrrolidine-2,2-dicarboxylate (110.6 g, 331 mmol) in ethanol (500 ml) was added potassium hydroxide (55.7 g, 993 mmol). The reaction was allowed to stir at reflux for 8 h and was then concentrated. The residue was dissolved in water and extracted with EtOAc. The aqueous layer was cooled to 0° C., carefully acidified to pH 2-3 using conc HCl, and exhaustively extracted with EtOAc. The combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo to yield 1-acetyl-3-phenylproline as a solid (95%).

後処理

  1. temperatureat reflux for 8 h
  2. concentrationwas then concentrated
  3. dissolutionThe residue was dissolved in water
  4. extractionextracted with EtOAc
  5. extractionexhaustively extracted with EtOAc
  6. dry with materialThe combined organics were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5e4bc14cce7b455b89fdc1e26b4266e1
出典データセット
uspto-grants-2012_03
特許番号
US08143405B2

反応ノート

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