Triethylamine → 4-[3-(Nonylcarbamoyloxy)-propylcarbamoyloxy]-piperidine-1-carboxylic acid 4-phenoxyphenyl ester

HRID 618291

反応式

HRID 618291 の反応式
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([N:17]2[CH2:22][CH2:21][CH:20]([O:23][C:24](=[O:43])[NH:25][CH2:26][CH2:27][CH2:28][O:29][C:30](=[O:42])NOC3C=CC([N+]([O-])=O)=CC=3)[CH2:19][CH2:18]2)=[O:16])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:44]([NH2:53])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52].C(N(CC)CC)C>CN(C)C=O.C(OCC)(=O)C>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([N:17]2[CH2:22][CH2:21][CH:20]([O:23][C:24](=[O:43])[NH:25][CH2:26][CH2:27][CH2:28][O:29][C:30](=[O:42])[NH:53][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])[CH2:19][CH2:18]2)=[O:16])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 16215NonylamineHCID 15463333HCID 15463333、化合物

生成物 1

HCID 867544994-[3-(Nonylcarbamoyloxy)-propylcarbamoyloxy]-piperidine-1-carboxylic acid 4-phenoxyphenyl ester収率 97.8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

A solution of the carbonate (2.0 g, 3.4 mmol) produced in Example 17 in 20 mL of anhydrous dimethylformamide was added dropwise under nitrogen to a solution of nonylamine (760 μl, 4.1 mmol) and triethylamine (2.4 mL, 17 mmol) in 20 mL of anhydrous dimethylformamide at ice bath temperature. After the addition the solution was stirred at ice bath temperature for 2 hrs and at room temperature overnight. The reaction was diluted with ethyl acetate, extracted five times with water, one time with 1N HCl, five times with saturated Na2CO3, dried (MgSO4) and the solvent removed under reduced pressure to give 1.94 g of an off-white solid. Recrystallization from diisopropyl ether gave 1.55 g (77%) of the title compound as a white crystalline solid, mp 89-91° C.

後処理

  1. additionAfter the addition the solution
  2. customat room temperature
  3. customovernight
  4. extractionextracted five times with water, one time with 1N HCl, five times with saturated Na2CO3
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-60580d1b0fee4618976546379b8a24ce
出典データセット
uspto-grants-1999_09
特許番号
US05952354

関連ノート

読み込み中…