Water → N-[4-[3-(1-adamantyl)-4-methoxy benzamido]-benzoyl]pyrrolidine

HRID 249030

反応式

HRID 249030 の反応式
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:22]12([C:32]3[CH:33]=[C:34]([CH:38]=[CH:39][C:40]=3[O:41][CH3:42])[C:35](Cl)=[O:36])[CH2:31][CH:26]3[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]3)[CH2:23]1)[CH2:29]2.O>ClCCl>[C:22]12([C:32]3[CH:33]=[C:34]([CH:38]=[CH:39][C:40]=3[O:41][CH3:42])[C:35]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([C:6]([N:8]4[CH2:9][CH2:10][CH2:11][CH2:12]4)=[O:7])=[CH:13][CH:14]=3)=[O:36])[CH2:23][CH:24]3[CH2:30][CH:28]([CH2:27][CH:26]([CH2:25]3)[CH2:31]1)[CH2:29]2

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 5778004-(Pyrrolidin-1-ylcarbonyl)anilineHCID 108044973-(1-Adamantyl)-4-methoxybenzoyl chloride

生成物 1

HCID 19762696N-[4-[3-(1-adamantyl)-4-methoxy benzamido]-benzoyl]pyrrolidine収率 73%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1.7 g (9 mmoles) of N-p-aminobenzoyl pyrrolidine and 1 g (10 mmoles) of triethylamine are dissolved in 30 ml of dichloromethane. With stirring, 2.8 g (9 mmoles) of 3-(1-adamantyl)-4-methoxybenzoyl chloride dissolved in 60 ml of dichloromethane are added. The reaction mixture is stirred for 16 hours, at which point water is added and the reaction mixture is extracted with dichloromethane. The extract is washed with water, extracted with methylene chloride and dried on MgSO4. The solvents are evaporated and the residue (yellow foam) is crystallized in ethyl acetate to give 3.0 g (73% yield) of N-[4-[3-(1-adamantyl)-4-methoxy benzamido]-benzoyl] pyrrolidine which melts at 239°-242° C.

後処理

  1. additionare added
  2. stirringThe reaction mixture is stirred for 16 hours, at which
  3. additionis added
  4. extractionthe reaction mixture is extracted with dichloromethane
  5. washThe extract is washed with water
  6. extractionextracted with methylene chloride
  7. customdried on MgSO4
  8. customThe solvents are evaporated
  9. customthe residue (yellow foam) is crystallized in ethyl acetate

出典と根拠

ORDレコード
ord-c48105e083704c33a04f4f9408d6ac74
出典データセット
uspto-grants-1993_05
特許番号
US05212203

関連ノート

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