Cesium fluoride → 1-[4-(4-Chlorophenoxy)phenyl]-5-phenylpyrrolidin-2-one

HRID 1972235ノート

反応式

HRID 1972235 の反応式
[F-].[Cs+].[C:3]1([CH:9]2[NH:13][C:12](=[O:14])[CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.I[C:16]1[CH:29]=[CH:28][C:19]([O:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[CH:18][CH:17]=1>[Cu](I)I.CNCCNC.C(OCC)(=O)C>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([O:20][C:19]2[CH:28]=[CH:29][C:16]([N:13]3[CH:9]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=4)[CH2:10][CH2:11][C:12]3=[O:14])=[CH:17][CH:18]=2)=[CH:22][CH:23]=1

参加物

7

反応物 3

HCID 25953Cesium fluoride2 回HCID 956722-Pyrrolidinone, 5-phenyl-HCID 193519901-Chloro-4-(4-iodophenoxy)benzene

生成物 1

HCID 569565971-[4-(4-Chlorophenoxy)phenyl]-5-phenylpyrrolidin-2-one収率 100%

試薬・触媒・溶媒 3

HCID 8070N,N'-Dimethylethylenediamine触媒HCID 83717Copper iodide触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
85 °C

実験手順

Step A (Method 2, Using CsF as Base): To a 10 mL reaction tube fitted with a screw cap is charged with 5-phenylpyrrolidin-2-one (80.5 mg, 0.5 mmol), 1-(4-iodophenoxy)-4-chlorobenzene (248 mg, 0.75 mmol, 1.5 eq), copper iodide (5.0 mg, 0.025 mmol, 0.05 eq), CsF (189 mg, 1.25 mmol, 2.5 eq), N1,N2-dimethylethane-1,2-diamine (5.5 μL, 0.05 mmol, 0.1 eq) and ethyl acetate (1 mL). The system is degassed with argon then sealed and heated to 85° C. for 20 h. The reaction is cooled to room temperature, filtered and concentrated in vacuo. Purification on silica gel (0-33% ethyl acetate in hexane) gives 1-[4-(4-chlorophenoxy)phenyl]-5-phenylpyrrolidin-2-one as a colorless oil (182 mg, 100%).

後処理

  1. customfitted with a screw
  2. customcap
  3. customThe system is degassed with argon
  4. customthen sealed
  5. temperatureThe reaction is cooled to room temperature
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customPurification on silica gel (0-33% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-0d1ff09e719445b38301b59a9d0d7147
出典データセット
uspto-grants-2013_04
特許番号
US08431607B2

反応ノート

読み込み中…