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1-Phenylpiperazine → HCID 178453926、化合物

HRID 1600684
ノート
印刷プレビュー

反応式

HRID 1600684 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][C:16]([OH:18])=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:26]1([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][C:16](=[O:18])[N:35]2[CH2:36][CH2:37][N:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:33][CH2:34]2)[CH2:13][CH2:14]1)([CH3:2])([CH3:3])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride2 回HCID 178453927HCID 178453927、化合物

生成物 1

HCID 178453926HCID 178453926、化合物収率 50%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a colution containing trans-(4-tertbutoxycarbonylamino-cyclohexyl)-acetic acid (15.44 g, 0.06 mol), triethylamine (6.05 g, 0.06 mol) and 1-phenylpiperazine (9.73 g, 0.06 mol) in CH2Cl2 (250 mL) was added EDAC-HCl ((1-ethyl-(3dimethylaminopropyl)-carbodiimide hydrochloride (11.5 g, 0.06 mol)). The reaction mixture was stirred at room temperature 16 hours, then washed with water, 1N NaOH, brine, and dried (MgSO4). The solvent was evaporated, and the residue was chromatographed on a flash silica gel column eluting with CH2Cl2 and then EtOAc. The product fractions were recrystallized from acetonitrile (CH3CN) to yield 12.0 g (50%) of trans-{4-[2-oxo-2-(4-phenyl-piperazin-1-yl)-ethyl]-cylohexyl}-carbamic acid tert-butyl ester as white crystals; mp 197.5-200° C.

後処理

  1. washwashed with water, 1N NaOH, brine
  2. dry with materialdried (MgSO4)
  3. customThe solvent was evaporated
  4. customthe residue was chromatographed on a flash silica gel column
  5. washeluting with CH2Cl2
  6. customThe product fractions were recrystallized from acetonitrile (CH3CN)

出典と根拠

ORDレコード
ord-f1ba7317f738441daa16e291bb3b3355
出典データセット
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05977110

反応ノート

読み込み中…

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