Hydrochloric Acid → 3-(6-Phenoxypyridin-3-yl)prop-2-enoic acid

HRID 1931398Notes

Reaction equation

HRID 1931398 reaction equation
[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH:14]=O)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)[CH2:17][C:18]([OH:20])=[O:19].N1CCCCC1.Cl>N1C=CC=CC=1>[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH:14]=[CH:17][C:18]([OH:20])=[O:19])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 27765006-Phenoxynicotinaldehyde

Product 1

HCID 27977433-(6-Phenoxypyridin-3-yl)prop-2-enoic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5 g (25.1 mmol) of 6-phenoxy-pyridine-3-carbaldehyde were dissolved in 50 ml of pyridine, and 3.134 g (30.1 mmol) of malonic acid and 213 mg (2.5 mmol) of piperidine were added. The reaction mixture was boiled under reflux for 6 h. After cooling to room temperature, it was poured into a mixture of ice and concentrated hydrochloric acid. The precipitated product was isolated by filtration. Yield: 5.66 g.

Workup

  1. temperatureunder reflux for 6 h
  2. customThe precipitated product was isolated by filtration

Sources & evidence

ORD record
ord-f4d1bd4157844f6e8579df644f0f5af5
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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