Benzophenone imine → 3-(Benzhydrylidene-amino)-1-methyl-pyrrolidin-2-one

HRID 2207683ノート

反応式

HRID 2207683 の反応式
[C:1](=[NH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N[CH:16]1[CH2:20][CH2:19][N:18]([CH3:21])[C:17]1=[O:22]>ClCCCl>[C:1](=[N:14][CH:16]1[CH2:20][CH2:19][N:18]([CH3:21])[C:17]1=[O:22])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 136809Benzophenone imineHCID 457911333-Amino-1-methylpyrrolidin-2-one

生成物 1

HCID 896489983-(Benzhydrylidene-amino)-1-methyl-pyrrolidin-2-one

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

Benzophenone imine [CAS: 1013-88-3] (16.67 g, 91.98 mmol) was added dropwise to a solution of 3-amino-1-methylpyrrolidine-2-one [CAS 119329-48-5] (10 g, 87.60 mmol) in DCE (100 mL) under N2 and the reaction was heated at reflux for 18 hours. The solvent was evaporated to afford an amber oil. This was purified using flash silica in a large sinter funnel, eluting with 4:1 to 3:7 i-hexane:EtOAc. An incomplete separation was achieved. 3-(Benzhydrylidene-amino)-1-methyl-pyrrolidin-2-one (D1) was isolated (25 g) with approximately 11% of an impurity present, but was used in the next step without further purification;

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 18 hours
  3. customThe solvent was evaporated
  4. customto afford an amber oil
  5. customThis was purified
  6. washeluting with 4:1 to 3:7 i-hexane
  7. customAn incomplete separation

出典と根拠

ORDレコード
ord-83c40ee7c8584758bb54528c701a26d5
出典データセット
uspto-grants-2016_06
特許番号
US09376445B2

反応ノート

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