Methylamine → Methylamine

HRID 1858692Notes

Reaction equation

HRID 1858692 reaction equation
[CH3:1][NH2:2].[CH2:3]([NH2:10])[C:4]1[CH:9]=[CH:8]C=[CH:6][CH:5]=1.[C:11]([O:15]CC)(=O)[CH:12]=[CH2:13].C(OC)(=O)C=C.C(C(=C)C(OCC)=O)CC>>[CH3:3][NH2:10].[CH3:1][N:2]1[CH2:13][CH2:12][C:11](=[O:15])[CH:5]([CH2:4][CH2:9][CH3:8])[CH2:6]1

Participants

7

Reactant 5

HCID 6329MethylamineHCID 7294Methyl AcrylateHCID 7504BenzylamineHCID 8821Ethyl AcrylateHCID 11844669Ethyl 2-propylacrylate

Product 2

HCID 6329MethylamineHCID 22126837HCID 22126837, compound

Procedure

In an analogous manner to the procedure described by A. Ziering et al. in J. Org. Chem. 22, 1521-1528 (1957) for the preparation of piperidin-4-ones from the corresponding acrylic acid esters by reaction with methylamine or benzylamine, reaction with ethyl acrylate or methyl acrylate, cyclization and finally decarboxylation, starting from ethyl 2-propyl-acrylate and methylamine there was obtained (3RS)-1-methyl-3-propyl-piperidin-4-one as a colourless oil; Rf : 0.38 (SiO2, methylene chloride:methanol=95:5).

Workup

  1. customby reaction

Sources & evidence

ORD record
ord-3ef96cbf0af24f8980ed7edfc5c2828c
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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