Piperidine → N-[2-Methyl-4-(piperidin-1-yl)pentan-2-yl]prop-2-enamide

HRID 1576142Notes

Reaction equation

HRID 1576142 reaction equation
[CH3:1][C:2]([NH:8][C:9](=[O:14])[CH2:10][CH2:11]OC)([CH3:7])[CH2:3][C:4](=O)[CH3:5].[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.Cl([O-])(=O)(=O)=O.C[NH2+]C.[OH-].[Na+]>[Pt]=O>[CH3:1][C:2]([NH:8][C:9](=[O:14])[CH:10]=[CH2:11])([CH3:7])[CH2:3][CH:4]([N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[CH3:5]

Participants

6

Reactant 4

HCID 8082PiperidineHCID 14798Sodium HydroxideHCID 14786861HCID 14786861, compoundHCID 21514640HCID 21514640, compound

Product 1

HCID 21514643N-[2-Methyl-4-(piperidin-1-yl)pentan-2-yl]prop-2-enamide

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

Following the procedure of Example 1, a mixture of 201 parts (1 mole) of N-(1,1-dimethyl-3-oxobutyl)-3-methoxypropionamide, 170 parts (2 moles) of piperidine, 0.5 parts of platinum oxide and 1 part of dimethylammonium perchlorate is hydrogenated in the Parr apparatus, starting at a pressure of 70 psi. and recharging when the pressure has reached 39 psi. The product is pyrolyzed with sodium hydroxide to yield the desired N-(1,1-dimethyl-3-piperidinobutyl)acrylamide.

Sources & evidence

ORD record
ord-fb2288e21c1648af81bcc1260cf3a09b
Source dataset
uspto-grants-1976_09
Patent number
US03979441

Reaction notes

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