Dimethylformamide → HCID 59171048、化合物

HRID 661476ノート

反応式

HRID 661476 の反応式
CN(C)C=O.[O:6]=[C:7]1[CH2:11][N:10]([C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:13])[CH2:9][CH:8]1[C:22]([O:24][CH2:25][CH3:26])=[O:23].[H][H]>[Ru].ClCCl.C1C=CC=CC=1.C1C=CC=CC=1.Cl[Ru]Cl.Cl[Ru]Cl>[OH:6][C@H:7]1[CH2:11][N:10]([C:12]([O:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:13])[CH2:9][C@@H:8]1[C:22]([O:24][CH2:25][CH3:26])=[O:23]

参加物

7

反応物 3

HCID 6228DimethylformamideHCID 150432781-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 59171048HCID 59171048、化合物

試薬・触媒・溶媒 3

HCID 23950Ruthenium触媒HCID 10962144Benzeneruthenium(II) Chloride Dimer触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
99.5 °C

実験手順

90 mL of dehydrated N,N-dimethylformamide was added to 2.58 g of benzene ruthenium (II) chloride dimer (5.15 mmol) and 6.73 g of (S)-(−)-2,2,′-bis(diphenylphosphino)-1,1-binaphthyl (S-BINAP) (10.8 mmol). The mixture was stirred for 10 minutes in an oil bath at an external temperature of 97 to 102° C. in an argon atmosphere. Subsequently, the mixture was stood to be cooled at room temperature. Volatile materials were evaporated under reduced pressure in an oil bath at an external temperature of 50 to 60° C. to give a catalyst. 300 g of 1-benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate (1.03 mol) and 500 mL of dehydrated dichloromethane were placed in an autoclave and the ruthenium catalyst dissolved in 850 mL of dehydrated dichloromethane was added. The mixture was stirred for 6 hours under a hydrogen pressure of 5 MPa at an external temperature of 50 to 62° C. Hydrogen was released and the reaction mixture was concentrated under reduced pressure. This gave 320 g of the title compound as a green oil. This product was used in the subsequent step without further purification.

後処理

  1. temperatureto be cooled at room temperature
  2. customVolatile materials were evaporated under reduced pressure in an oil bath at an external temperature of 50 to 60° C.
  3. customto give a catalyst
  4. additionwas added
  5. stirringThe mixture was stirred for 6 hours under a hydrogen pressure of 5 MPa at an external temperature of 50 to 62° C
  6. concentrationthe reaction mixture was concentrated under reduced pressure
  7. customThis product was used in the subsequent step without further purification

出典と根拠

ORDレコード
ord-a20a22641c684579b14a4421d00c41e1
出典データセット
uspto-grants-2011_12
特許番号
US08084622B2

反応ノート

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