Acetic Acid → N-[2-[1-[2-[4-(p-Toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]phthalimide

HRID 1820290ノート

反応式

HRID 1820290 の反応式
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[C:15]1([CH3:28])[CH:20]=[CH:19][C:18]([NH:21][CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:17][CH:16]=1.[CH:29]([CH2:31][C:32]1([CH2:38][CH2:39][N:40]2[C:44](=[O:45])[C:43]3=[CH:46][CH:47]=[CH:48][CH:49]=[C:42]3[C:41]2=[O:50])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1)=O.C(O)(=O)C.C(=O)([O-])O.[Na+]>ClCCCl>[C:15]1([CH3:28])[CH:16]=[CH:17][C:18]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([CH2:29][CH2:31][C:32]3([CH2:38][CH2:39][N:40]4[C:44](=[O:45])[C:43]5=[CH:46][CH:47]=[CH:48][CH:49]=[C:42]5[C:41]4=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]3)[CH2:24][CH2:23]2)=[CH:19][CH:20]=1

参加物

7

反応物 5

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 23020914N-(4-Methylphenyl)-4-piperidinamineHCID 23109901N-[2-[1-(formylmethyl)cyclohexyl]ethyl]phthalimide

生成物 1

HCID 23109896N-[2-[1-[2-[4-(p-Toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]phthalimide収率 108.4%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

After adding sodium triacetoxyborohydride (0.82 g, 3.85 mmol) to a solution of 4-(p-toluidino)piperidine (0.73 g, 3.85 mmol), N-[2-[1-(formylmethyl)cyclohexyl]ethyl]phthalimide (0.77 g, 2.57 mmol) and acetic acid (0.30 mL, 5.14 mmol) in 1,2-dichloroethane (10 mL), the mixture was stirred at room temperature for 1.5 hours. Saturated aqueous sodium hydrogencarbonate was then added, and extraction was performed with chloroform-ethanol (10:1). After drying (anhydrous sodium sulfate), the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (25 g Merck Art 9385, chloroform:methanol=20:1) to obtain the title compound as a colorless oil (1.32 g).

後処理

  1. extractionextraction
  2. dry with materialAfter drying (anhydrous sodium sulfate)
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (25 g Merck Art 9385, chloroform:methanol=20:1)

出典と根拠

ORDレコード
ord-72a61791c9db43b5bf9b16751be1ca19
出典データセット
uspto-grants-2009_10
特許番号
US07601843B2

反応ノート

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