Isopropanol → HCID 17833026, compound

HRID 394824Notes

Reaction equation

HRID 394824 reaction equation
[CH2:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10]1[C:11]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24][CH:23]=2)=[N:12][C:13]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[CH:14][CH:15]=1.C(O)(C)C>C(OCC)(=O)C>[Cl-:8].[CH2:1]([N+:19]1[CH:18]=[CH:17][C:16]([C:13]2[CH:14]=[CH:15][C:10]([CH3:9])=[C:11]([C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH:25]=[CH:24][CH:23]=3)[N:12]=2)=[CH:21][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 7503Benzyl ChlorideHCID 17833025HCID 17833025, compound

Product 1

HCID 17833026HCID 17833026, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
10 °C

Procedure

Benzyl chloride (0.82 g, 6.5 mmole) was added dropwise to 1.6 g (5.4 mmole) of 3-methyl-2-(α-naphthyl)-6-(4-pyridyl)pyridine and 5 ml of isopropyl alcohol, followed by heating under reflux for 3 hours. After completion of the reaction, 12 ml of ethyl acetate was added. After cooling to 10° C., the mixture was filtered, whereby 2.2 g (yield: 96.5%) of the target product was obtained. By the 1H-NMR, MS, IR and elemental analysis, it was confirmed to be the target product.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. additionwas added
  4. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-90bc86ae444f43f0b2d3abe233baa8f4
Source dataset
uspto-grants-2003_08
Patent number
US06603007B1

Reaction notes

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