Ammonium Chloride → 1,2,3,4-Tetrahydro-6-hydroxy-2-[(4-phenyl-1-piperazinyl)methyl]-1-naphthalenol

HRID 66115Notes

Reaction equation

HRID 66115 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]([OH:15])[CH:10]([CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:19][CH2:18]1)[CH2:9][CH2:8]2)(=O)C.[Cl-].[NH4+]>[OH-].[K+].O>[OH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]([OH:15])[CH:10]([CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:19][CH2:18]1)[CH2:9][CH2:8]2

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 227555641,2,3,4-Tetrahydro-6-acetoxy-2-[(4-phenyl-1-piperazinyl)methyl]-1-naphthalenol

Product 1

HCID 227555881,2,3,4-Tetrahydro-6-hydroxy-2-[(4-phenyl-1-piperazinyl)methyl]-1-naphthalenol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Procedure

1,2,3,4-Tetrahydro-6-acetoxy-2-[(4-phenyl-1-piperazinyl)methyl]-1-naphthalenol (3.96 g) in 32 ml of 8% methanolic potassium hydroxide is refluxed for 3 minutes under argon, cooled to room temperature and diluted with sufficient water to effect solution. Excess aqueous ammonium chloride solution is added dropwise, with stirring, and the reaction mixture is extracted several times with methylene chloride. The organic extracts are dried, filtered and evaporated to give the title A compound.

Workup

  1. extractionthe reaction mixture is extracted several times with methylene chloride
  2. customThe organic extracts are dried
  3. filtrationfiltered
  4. customevaporated
  5. customto give the title A compound

Sources & evidence

ORD record
ord-80e8e50a194049f2ae57718d42a636ea
Source dataset
uspto-grants-1978_12
Patent number
US04130646

Reaction notes

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