1-(4-methoxyphenyl)-N-methylmethanamine → 4-(N-(4-methoxybenzyl)-N-methylamino)-1-(4-nitrophenyl)piperidine

HRID 257094

Reaction equation

HRID 257094 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([CH2:23][NH:24][CH3:25])=[CH:21][CH:20]=1>>[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([CH2:23][N:24]([CH:13]2[CH2:14][CH2:15][N:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[CH2:11][CH2:12]2)[CH3:25])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 4854071-(4-methoxyphenyl)-N-methylmethanamineHCID 38425621-(4-Nitrophenyl)piperidin-4-one

Product 1

HCID 197843544-(N-(4-methoxybenzyl)-N-methylamino)-1-(4-nitrophenyl)piperidineYield 72.4%

Procedure

3.0 g (13.6 mmol) of 1-(4-nitrophenyl)-4-piperidone and 2.0 g (13.6 mmol) of N-(4-methoxybenzyl)-N-methylamine were reacted in a similar manner to Example 1. 3.5 g of 4-(N-(4-methoxybenzyl)-N-methylamino)-1-(4-nitrophenyl)piperidine were obtained. Melting point 144°-145° C.

Sources & evidence

ORD record
ord-7f9b91675af14320a1c9c71b9336bdf2
Source dataset
uspto-grants-1993_11
Patent number
US05260318

Linked notes

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