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Benzylamine → 1-methyl-4-phenyl-N-(phenylmethyl)-4-piperidinecarboxamide

HRID 7408
ノート
印刷プレビュー

反応式

HRID 7408 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:8](Cl)=[O:9])[CH2:4][CH2:3]1.[C:17]1([CH2:23][NH2:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)CC)C.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl.O>[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:8]([NH:24][CH2:23][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:9])[CH2:4][CH2:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7504BenzylamineHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 219902151-Methyl-4-phenyl-4-piperidinecarbonyl chloride

生成物 1

HCID 219902061-methyl-4-phenyl-N-(phenylmethyl)-4-piperidinecarboxamide収率 95.3%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒

実験手順

1-Methyl-4-phenyl-4-piperidinecarbonyl chloride (0.49 mol) was added portionwise at room temperature to a stirring mixture of benzenemethanamine (0.49 mol) and triethyl amine (1.223 mol) in CH2Cl2 (2500 ml). The mixture was stirred at room temperature for 1 hour. K2CO3 (150 g) and H2O were added. The mixture was stirred and separated into its layers. The aqueous layer was extracted with CH2Cl2. The combined organic layer was dried (MgSO4), filtered and the solvent was evaporated, yielding 144 g of 1-methyl-4-phenyl-N-(phenylmethyl)-4-piperidinecarboxamide (95%) (interm. 12).

後処理

  1. stirringThe mixture was stirred
  2. customseparated into its layers
  3. extractionThe aqueous layer was extracted with CH2Cl2
  4. dry with materialThe combined organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-208c125703734caba2a9259dcaadb6cc
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07087595B2

反応ノート

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