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

HRID 1596668

Reaction equation

HRID 1596668 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]>[OH-].[Na+].C(O)C.[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 1

HCID 6096921-Chloro-4-morpholin-4-yl-2-naphthol

Product 1

HCID 109880424-Morpholino-2-naphtholYield 77.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

in a 0.3 l steel autoclave, 10.5 g of 1-chloro-4-morpholino-2-naphthol in 150 ml of sodium hydroxide (2N) and 30 ml of ethanol are maintained under a pressure of 3 bar and at 35° C. in the presence of 3 g of palladium on charcoal (5%) for 7 hours. The solution is then filtered to remove the catalyst. The aqueous phase is then acidified with acetic acid and then filtered. The precipitate is washed with water and then dried. 7.1 g of 4-morpholino-2-naphthol are thus obtained.

Workup

  1. filtrationThe solution is then filtered
  2. customto remove the catalyst
  3. filtrationfiltered
  4. washThe precipitate is washed with water
  5. customdried

Sources & evidence

ORD record
ord-9097480114864321971c9a53acc09a4f
Source dataset
uspto-grants-2001_09
Patent number
US06291561B1

Linked notes

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