Carbon Dioxide → CID 112285

HRID 1277721Notes

Reaction equation

HRID 1277721 reaction equation
N1CCCCC1.[CH3:7][O:8][C:9]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:10]=1[CH:11]=O.C(O)(=O)[CH2:21][C:22]([OH:24])=[O:23].C(=O)=O>N1C=CC=CC=1.O>[CH3:7][O:8][C:9]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:10]=1[CH:11]=[CH:21][C:22]([OH:24])=[O:23]

Participants

7

Reactant 4

HCID 280Carbon DioxideHCID 867Malonic AcidHCID 8082PiperidineHCID 90685Benzaldehyde, 2-methoxy-5-nitro-

Product 1

HCID 112285CID 112285

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

Piperidine (1 ml) was added to a mixture of 2-methoxy-5-nitrobenzaldehyde (24 g) and malonic acid (30 g) in pyridine (about 60 ml). The mixture was warmed on a steam bath for 3 hours (slow evolution of carbon dioxide) and then poured into water (500 ml) when a yellow solid precipitated. The solid was removed by filtration and crystallized from ethanol (1 liter). The weight of the product was 20 grams.

Workup

  1. customprecipitated
  2. customThe solid was removed by filtration
  3. customcrystallized from ethanol (1 liter)

Sources & evidence

ORD record
ord-bc51dc92e4b84cdc8632a37b56a90ab8
Source dataset
uspto-grants-1981_07
Patent number
US04278748

Reaction notes

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