1-Chloro-4-morpholin-4-yl-2-naphthol → 4-Morpholino-2-naphthol

HRID 54601

Reaction equation

HRID 54601 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:4][C:3]=1[OH:18].[H][H]>[OH-].[K+].[Pd]>[O:15]1[CH2:14][CH2:13][N:12]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:2]=[C:3]([OH:18])[CH:4]=2)[CH2:17][CH2:16]1

Participants

5

Reactant 2

HCID 6096921-Chloro-4-morpholin-4-yl-2-naphtholHCID 178418361HCID 178418361, compound2×

Product 1

HCID 109880424-Morpholino-2-naphthol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 14797Potassium HydroxideSolvent

Procedure

1-Chloro-4-morpholino-2-naphthol (15.0 g;0.057 mol), prepared as described in 2(a) above, was dissolved in 10% aqueous potassium hydroxide (100 ml) and was treated in the presence of palladium on charcoal (1.75 g;5%) at room temperature under 3 atmospheres of hydrogen until a stoichiometric amount of hydrogen was absorbed (approximately 24h). The palladium catalyst was removed by filtration and the filtrate neutralised with glacial acetic acid to afford 4-morpholino-2-naphthol as a white solid (8.5 g;65%), m.pt. 231°-232° C. ##STR19##

Workup

  1. customwas absorbed (approximately 24h)
  2. customThe palladium catalyst was removed by filtration

Sources & evidence

ORD record
ord-992e77e46b4748b483a5d054e14b8e08
Source dataset
uspto-grants-1997_04
Patent number
US05623005

Linked notes

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