3-[(1,2-Dihydro-1-methyl-2-quinolinyl)methoxy]-α-pentylbenzenemethanol → HCID 20226659, compound

HRID 1732106Notes

Reaction equation

HRID 1732106 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]1[CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:15]=1>C(O)C.[Pd]>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:15]=1

Participants

4

Reactant 1

HCID 202266513-[(1,2-Dihydro-1-methyl-2-quinolinyl)methoxy]-α-pentylbenzenemethanol

Product 1

HCID 20226659HCID 20226659, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.88 g (0.0025 mol) N-methyl-1,2,-dihydro-2-[3-(1-hydroxyhexyl)phenoxymethyl]quinoline and 0.05 g Pd/C (10%) in 100 ml ethanol was hydrogenated at 50 psi for a period of 2 hours. After filtration and evaporation of the solvent under reduced pressure, the residue was passed through a silica gel column and the desired product was isolated.

Workup

  1. filtrationAfter filtration and evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-f71715a77495411ead0442b6d61c6f15
Source dataset
uspto-grants-1986_11
Patent number
US04625034

Reaction notes

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