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Triethylamine → 4-[[[(6-Hydroxyhexyl)amino]-carbonyl]oxy]-1-piperidinecarboxylic acid 4-phenoxyphenyl ester

HRID 618287
ノート
印刷プレビュー

反応式

HRID 618287 の反応式
C(N(CC)CC)C.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15].[O:16]([C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]([N:32]2[CH2:37][CH2:36][CH:35]([O:38][C:39](OC3C=CC([N+]([O-])=O)=CC=3)=[O:40])[CH2:34][CH2:33]2)=[O:31])=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl>[O:16]([C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]([N:32]2[CH2:33][CH2:34][CH:35]([O:38][C:39]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])=[O:40])[CH2:36][CH2:37]2)=[O:31])=[CH:25][CH:24]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
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 8471TriethylamineHCID 199606-Amino-1-hexanolHCID 54469753HCID 54469753、化合物

生成物 1

HCID 537895824-[[[(6-Hydroxyhexyl)amino]-carbonyl]oxy]-1-piperidinecarboxylic acid 4-phenoxyphenyl ester収率 114.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of triethylamine (65.5 mL, 0.47 mol) and 6-aminohexanol (13.2 g, 0.11 mol) in 300 mL of methylene chloride was added dropwise under nitrogen to a solution of the carbonate (45.0 g, 0.09 mol) produced in Example 3 in 500 mL of methylene chloride at room temperature. After the addition the solution was stirred at room temperature overnight. The reaction was extracted one time with 1N HCl and then multiple times with saturated Na2CO3, dried (MgSO4) and the solvent removed under reduced pressure to give 47.0 g of an off-white solid. Recrystallization from methylene chloride-diisopropyl ether gave 35.5 g (83%) of the title compound as a white crystalline solid, mp 69-72° C.

後処理

  1. additionAfter the addition the solution
  2. extractionThe reaction was extracted one time with 1N HCl
  3. dry with materialmultiple times with saturated Na2CO3, dried (MgSO4)
  4. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-70cd0b67a5354b49a9e0e56896c3a9d8
出典データセット
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05952354

反応ノート

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