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

HRID 7408
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HRID 7408 반응식
[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
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참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-208c125703734caba2a9259dcaadb6cc
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07087595B2

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