Malonic Acid → 3-(2-Bromo-5-nitrophenyl)prop-2-enoic acid

HRID 973378Notes

Reaction equation

HRID 973378 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=O.C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16].N1CCCCC1>N1C=CC=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[CH:14][C:15]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 111389422-Bromo-5-nitrobenzaldehyde

Product 1

HCID 541062433-(2-Bromo-5-nitrophenyl)prop-2-enoic acidYield 57%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

This reaction was carried out similarly to Example 1, with 2-bromo-5-nitrobenzaldehyde and malonic acid in pyridine and with piperidine. The product of melting point 185° C. was obtained in 57% yield.

Workup

  1. customThe product of melting point 185° C. was obtained in 57% yield

Sources & evidence

ORD record
ord-d8ed299732b544fb90ef6cfb27f10583
Source dataset
uspto-grants-1991_11
Patent number
US05062884

Reaction notes

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