Acetophenone → HCID 8854025, compound

HRID 1712921Notes

Reaction equation

HRID 1712921 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.[C:11]1([C:17](=[O:19])[CH3:18])[CH:16]=C[CH:14]=[CH:13][CH:12]=1.[NH:20]1CCCCC1>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1/[CH:4]=[CH:18]/[C:17]([C:11]1[CH:16]=[N:20][CH:14]=[CH:13][CH:12]=1)=[O:19]

Participants

4

Reactant 3

HCID 7410AcetophenoneHCID 8082PiperidineHCID 678472-Chloro-6-fluorobenzaldehyde

Product 1

HCID 8854025HCID 8854025, compoundYield 28%

Conditions

Temperature
100 °C

Procedure

A mixture of 2-chloro-6-fluorobenzaldehyde (0.599 g, 3.8 mmol) and 1-phenylethanone (0.414 mL, 0.38 mmol) in piperidine (1 mL) was heated at 100° C. for 1 h. The reaction mixture was allowed to cool to rt and was concentrated. The residue was purified by column chromatography to give (2E)-3-(2-chloro-6-fluorophenyl)-1-pyridin-3-ylprop-2-en-1-one (0.28 g, 28%).

Workup

  1. temperatureto cool to rt
  2. concentrationwas concentrated
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-c4267a4f7e834504ac75b767481e5d3d
Source dataset
uspto-grants-2010_09
Patent number
US07795249B2

Reaction notes

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