Water → (+)-(4R)-4-acetylthiopyrrolidine-2-thione

HRID 2396876ノート

反応式

HRID 2396876 の反応式
C([C@H:4]1[CH2:8][NH:7][C:6](=[S:9])[CH2:5]1)(=O)C.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:11].O.[C:25]([O:28]CC)(=O)[CH3:26]>C1(C)C=CC=CC=1>[C:25]([S:11][C@H:4]1[CH2:8][NH:7][C:6](=[S:9])[CH2:5]1)(=[O:28])[CH3:26]

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14817Phosphorus sulfide (P2S5)HCID 86748733(4R)-4-acetylthio-2-pyrrolidone

生成物 1

HCID 53742819(+)-(4R)-4-acetylthiopyrrolidine-2-thione収率 72%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

(4R)-4-Acetylthio-2-pyrrolidone (10 g) is dissolved in toluene (100 ml), and thereto is added gradually phosphorus pentasulfide (9.5 g), and the mixture is stirred at room temperature for 20 minutes. To the reaction solution are added water and ethyl acetate, and the mixture is stirred at room temperature for 1.5 hour. The insoluble materials are removed by filtration, and the organic layer is washed with water, dried, and evaporated to remove the solvent. The residue is recrystallized from toluene to give (+)-(4R)-4-acetylthiopyrrolidine-2-thione (7.9 g).

後処理

  1. stirringthe mixture is stirred at room temperature for 1.5 hour
  2. customThe insoluble materials are removed by filtration
  3. washthe organic layer is washed with water
  4. customdried
  5. customevaporated
  6. customto remove the solvent
  7. customThe residue is recrystallized from toluene

出典と根拠

ORDレコード
ord-0efef8f5c3c74f5d89b7562938077ef7
出典データセット
uspto-grants-1996_02
特許番号
US05495012

反応ノート

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