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

HRID 2207683노트

반응식

HRID 2207683 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-83c40ee7c8584758bb54528c701a26d5
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376445B2

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