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Diethylethanolamine → N-Decyl-3-(3-[4-(2-[N,N-diethylamino]ethoxycarbonyl)-2-oxo-pyrrolidino]phenyl)propenamide

HRID 848495
ノート
印刷プレビュー

反応式

HRID 848495 の反応式
[CH2:1]([NH:11][C:12](=[O:30])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N:21]2[CH2:25][CH:24]([C:26]([OH:28])=[O:27])[CH2:23][C:22]2=[O:29])[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:43]([N:45]([CH2:48][CH2:49]O)[CH2:46][CH3:47])[CH3:44]>O1CCCC1>[CH2:1]([NH:11][C:12](=[O:30])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N:21]2[CH2:25][CH:24]([C:26]([O:28][CH2:44][CH2:43][N:45]([CH2:48][CH3:49])[CH2:46][CH3:47])=[O:27])[CH2:23][C:22]2=[O:29])[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7497Diethylethanolamine2 回HCID 682631,1'-CarbonyldiimidazoleHCID 53878346N-Decyl-3-[3-(4-carboxy-2-oxo-pyrrolidino)phenyl]propenamide

生成物 1

HCID 53877985N-Decyl-3-(3-[4-(2-[N,N-diethylamino]ethoxycarbonyl)-2-oxo-pyrrolidino]phenyl)propenamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 829 mg. of N-decyl-3-(3-[4-carboxy-2-oxo-pyrrolidino]phenyl)propenamide in 25 ml. of tetrahydrofuran was added 357 mg. of carbonyldiimidazole. The mixture was heated under reflux for 10 minutes, and then 258 mg. of 2-(N,N-diethylamino)ethanol was added. The mixture was again heated under reflux for 10 minutes, and then an additional 258 mg. of 2-(N,N-diethylamino)-ethanol was added. The mixture was heated under reflux for 15 minutes and then it was cooled to room temperature. The solvent was removed by evaporation in vacuo, and the residue was dissolved in 75 ml. of ethyl acetate. The ethyl acetate solution was washed successively with water, 1 N sodium hydroxide, water and saturated sodium chloride solution. The ethyl acetate solution was then dried using sodium sulfate, and the ethyl acetate was removed by evaporation in vacuo. The residue (960 mg.) was recrystallized from isopropyl ether giving 570 mg. of the title compound, m.p. 78°-80° C.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 10 minutes
  3. temperatureThe mixture was again heated
  4. temperatureunder reflux for 10 minutes
  5. temperatureThe mixture was heated
  6. temperatureunder reflux for 15 minutes
  7. customThe solvent was removed by evaporation in vacuo
  8. dissolutionthe residue was dissolved in 75 ml
  9. washThe ethyl acetate solution was washed successively with water, 1 N sodium hydroxide, water and saturated sodium chloride solution
  10. dry with materialThe ethyl acetate solution was then dried
  11. customthe ethyl acetate was removed by evaporation in vacuo
  12. customThe residue (960 mg.) was recrystallized from isopropyl ether giving 570 mg

出典と根拠

ORDレコード
ord-3179c198d5bd4b2b98f8680e15a37b7f
出典データセット
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04296120

反応ノート

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