Piperidine → 1-(2-Chloro-4-nitrobenzyl)piperidine

HRID 735119Notes

Reaction equation

HRID 735119 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:9]=1[CH2:10]Cl>>[Cl:7][C:8]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:9]=1[CH2:10][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 3016511alpha,2-Dichloro-4-nitrotoluene

Product 1

HCID 688193431-(2-Chloro-4-nitrobenzyl)piperidine

Procedure

Prepared analogously to Example 4.29.a. from 4 mL (40 mmol) of piperidine and 2 g (9.71 mmol) of 2-chloro-4-nitrobenzylchloride. Yield: 2.39 g (97% of theory); C12H15ClN2O2 (M=254.71); calc.: molecular ion peak (M+H)+: 255/257 (Cl); found: molecular ion peak (M+H)+: 255/257 (Cl); Rf value: 0.32 (silica gel, petroleum ether/ethyl acetate (6:1)).

Workup

  1. customPrepared analogously to Example 4.29.a

Sources & evidence

ORD record
ord-36a26e61ae2b46ae9fafde6d6e199282
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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