Pyridine → HCID 70455025, compound

HRID 1284466Notes

Reaction equation

HRID 1284466 reaction equation
[C:1]1(/[C:7](/[C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:8]\[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.Cl.[C:28](Cl)(=O)[C:29]1[CH:34]=[CH:33][CH:32]=[N:31][CH:30]=1>C(Cl)Cl>[CH2:28]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]/[CH:8]=[C:7](\[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)/[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[N:31][CH:30]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 13417327HCID 13417327, compound

Product 1

HCID 70455025HCID 70455025, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(E)-7-Phenyl-7-(3-pyridyl)-6-hepten-1-ol (0.8 g, 3 mmoles) was dissolved in methylene chloride (10 ml), and pyridine (2 ml) and nicotinoyl chloride hydrochloride (0.55 g, 3 mmoles) were added. The mixture was stirred at room temperature for 18 hours and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography using isopropyl ether-ethyl acetate (1:1) as the developing solvent to give 1-nicotinyloxy-(E)-7-phenyl-7-(3-pyridyl)-6-heptene (1.0 g, 89.6%) (Compound Id-21) as an oil.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-844b406690ef4f0389d9a80d7d0ca0e1
Source dataset
uspto-grants-1986_01
Patent number
US04563446

Reaction notes

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