4-(5-Methoxy-2,2-dimethyl-7-pentyl-2H-1-benzopyran-4-yl)pyridine → HCID 54438745, compound

HRID 1657461Notes

Reaction equation

HRID 1657461 reaction equation
[CH3:1][C:2]1([CH3:25])[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:7][C:8]=2[O:18][CH3:19])[O:3]1>C(O)C.[Pd]>[CH3:1][C:2]1([CH3:25])[CH2:11][CH:10]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:7][C:8]=2[O:18][CH3:19])[O:3]1

Participants

4

Reactant 1

HCID 214503744-(5-Methoxy-2,2-dimethyl-7-pentyl-2H-1-benzopyran-4-yl)pyridine

Product 1

HCID 54438745HCID 54438745, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2,2-Dimethyl-5-methoxy-7-n-pentyl-4-(4-pyridyl)-2H-chromene (3.90g.) was hydrogenated for 4.5 hours at 20°C and 30 p.s.i. in ethanol (100 ml) in the presence of 5% palladium on charcoal (0.50g.). The solution was filtered and evaporated to dryness under reduced pressure to yield 2,2-dimethyl-5-methoxy-7-n-pentyl-4-(4-pyridyl) chroman as a yellow oil (3.90g.). (This compound was also prepared in low yield via treatment of 2,2-dimethyl-7-n-pentyl-4-(4-pyridyl) chroman-5-ol with (1) sodium hydride and (2) iodomethane in benzene).

Workup

  1. filtrationThe solution was filtered
  2. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-96619b7cbd6b42b4adbadfa3cec47458
Source dataset
uspto-grants-1976_06
Patent number
US03960880

Reaction notes

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