Hydrochloric Acid → 1,2,3,4-Tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenol, hydrochloride

HRID 66107Notes

Reaction equation

HRID 66107 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]2[OH:26])[CH2:11][CH2:10]1.[ClH:27]>CCOCC>[ClH:27].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]2[OH:26])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 227555621,2,3,4-Tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenol

Product 1

HCID 1317113741,2,3,4-Tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenol, hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1,2,3,4-Tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenol (3.0 g, prepared as described in Example 1) is suspended in 50 ml of absolute alcohol and treated with 2.5 ml of 5N ethanolic hydrogen chloride and stirred for 5 to 10 minutes. The mixture is heated on a steam bath for a few minutes and then cooled in ice-water followed by dilution with about 200 ml of ether. The resulting suspension is kept in an ice bath for 10 minutes, after which the precipitate is filtered off and washed with ether to yield 2.44 g of the title compound, melting point 216°-217° C.

Workup

  1. temperatureThe mixture is heated on a steam bath for a few minutes
  2. waitThe resulting suspension is kept in an ice bath for 10 minutes
  3. filtrationafter which the precipitate is filtered off
  4. washwashed with ether

Sources & evidence

ORD record
ord-05ef52886f254e9ebf9ac52d6db7a37e
Source dataset
uspto-grants-1978_12
Patent number
US04130646

Reaction notes

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