p-Chloro-beta-nitrostyrene → HCID 59752519, compound

HRID 2106185Notes

Reaction equation

HRID 2106185 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[N+:15]([CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)([O-])=O>ClC1C=CC(CN)=CC=1>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][N:15]2[C:11]3[CH2:10][CH2:9][NH:8][CH2:13][C:12]=3[C:19]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)=[CH:18]2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 95339p-Chloro-beta-nitrostyreneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 59752519HCID 59752519, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 660364-ChlorobenzylamineSolvent

Procedure

The title compound (260.2 mg) was prepared from 0.55 g of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester, 340 μL of 4-chlorobenzylamine, and 0.51 g of (2-nitro-vinyl)-4-chlorobenzene. MS (ESI): exact mass calculated for C20H18Cl2N2, 356.08; found, m/z 357.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.37-7.31 (m, 6H), 7.17-7.13 (m, 3H), 5.15 (s, 2H), 4.35 (s, 2H), 3.51 (t, J=6.3 Hz, 2H), 2.85 (t, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-efc64243530140e8838f4b17d1682ed3
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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