m-Xylyl bromide → ethyl N-tert-butoxycarbonyl-4-(3-nitrobenzyl)piperidine-4-carboxylate

HRID 1068450Notes

Reaction equation

HRID 1068450 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC1C=C(C=CC=1)CBr.[N+:28]([C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH2:34]Br)([O-:30])=[O:29]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:34][C:33]2[CH:36]=[CH:37][CH:38]=[C:31]([N+:28]([O-:30])=[O:29])[CH:32]=2)([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 12099m-Xylyl bromideHCID 77568Benzene, 1-(bromomethyl)-3-nitro-HCID 27588121-Tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

Product 1

HCID 53931544ethyl N-tert-butoxycarbonyl-4-(3-nitrobenzyl)piperidine-4-carboxylate

Procedure

The title compound was prepared using the protocol described in Example 61, Step A substituting methyl N-tert-butoxycarbonyl-piperidine-4-carboxylate with ethyl N-tert-butoxycarbonyl-piperidine-4-carboxylate (Example 30, Step A), and 3-methylbenzyl bromide with 3-nitrobenzyl bromide.

Sources & evidence

ORD record
ord-6b2b795702e74152a59c7ee579b04117
Source dataset
uspto-grants-2001_06
Patent number
US06248756B1

Reaction notes

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