Dimethylamine → 4-Dimethylaminomethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one

HRID 569241

반응식

HRID 569241 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:12](=[O:20])[CH2:11][CH:10]2[CH2:21]OS(C2C=CC(C)=CC=2)(=O)=O)[CH:6]=[CH:7][CH:8]=1.[CH3:33][NH:34][CH3:35]>CN(C)C=O>[CH3:33][N:34]([CH2:21][CH:10]1[CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:12](=[O:20])[CH2:11]1)[CH3:35]

참가 물질

4

반응물 2

HCID 674Dimethylamine2회HCID 133620045-(3-Methoxyphenyl)-1-phenyl-4-(p-toluenesulfonyloxymethyl)pyrrolidin-2-one

생성물 1

HCID 133620054-Dimethylaminomethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To. 22.0 gm of 5-(3-methoxyphenyl)-1-phenyl-4-(p-toluenesulfonyloxymethyl)pyrrolidin-2-one in 150 ml. of dimethylformamide was added 21 ml. of 40% aqueous dimethylamine, the solution refluxed for 3 hours and then 21 ml. more of 40% aqueous dimethylamine added and reflux continued for an additional 3 hours. After cooling the reaction was decanted into ice water and acidified. Extraction with ether following by basification of the aqueous phase with potassium carbonate yielded a semi-solid which was extracted with chloroform, dried (Na2SO4), filtered and concentrated in vacuo to a solid. Recrystallization from acetonitrile provided 7.0 gm. of beige crystals, m.p. 88°-92°.

후처리

  1. temperaturereflux
  2. temperatureAfter cooling the reaction
  3. customwas decanted into ice water
  4. extractionExtraction with ether following by basification of the aqueous phase with potassium carbonate
  5. customyielded a semi-solid which
  6. extractionwas extracted with chloroform
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo to a solid
  10. customRecrystallization from acetonitrile
  11. customprovided 7.0 gm

출처 및 근거

ORD 기록
ord-70ffe16754034afb893b15cf2c4ead7c
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731457

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