Triethylamine → N-(4,4-diethoxybutyl)-4-phenylpiperidine-1-carboxamide

HRID 1942388Notes

Reaction equation

HRID 1942388 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][N:10]([C:13](Cl)=[O:14])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:16]([O:18][CH:19]([O:24][CH2:25][CH3:26])[CH2:20][CH2:21][CH2:22][NH2:23])[CH3:17].C(N(CC)CC)C.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH2:25]([O:24][CH:19]([O:18][CH2:16][CH3:17])[CH2:20][CH2:21][CH2:22][NH:23][C:13]([N:10]1[CH2:11][CH2:12][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9]1)=[O:14])[CH3:26]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 806724,4-DiethoxybutylamineHCID 866513114-Phenylpiperidine-1-carbonyl chloride

Product 1

HCID 66937642N-(4,4-diethoxybutyl)-4-phenylpiperidine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 895 mg (4 mmol) of 4-phenylpiperidine-1-carbonylchloride in 4 mL dichloromethane is added to 0.69 mL (4 mmol) 4,4-diethoxybutylamine and 1.68 mL (12 mmol) of triethylamine dissolved in 20 mL of dichloromethane. The mixture is stirred overnight. 20 mL of saturated sodium carbonate solution is added. The organic phase is separated, dried with sodium sulfate and the solvent evaporated.

Workup

  1. customThe organic phase is separated
  2. dry with materialdried with sodium sulfate
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-7751316ceb004643bc0cc65ccacf0998
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

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