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

HRID 66111Notes

Reaction equation

HRID 66111 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 compound.

Workup

  1. extractionthe reaction mixture is extracted several times with methylene chloride
  2. customThe organic extracts are dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-870ec17f28aa4baf9f6e29d318fbfa99
Source dataset
uspto-grants-1978_12
Patent number
US04130646

Reaction notes

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