HCID 20556815, compound → 6-[4-(2-Methylphenyl)piperazin-1-yl]-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1660487Notes

Reaction equation

HRID 1660487 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([N:13]1[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])[CH2:15][CH2:14]1)[CH2:7][CH2:6]2>Br>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([N:13]1[CH2:14][CH2:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])[CH2:17][CH2:18]1)[CH2:7][CH2:6]2

Participants

3

Reactant 1

HCID 20556815HCID 20556815, compound

Product 1

HCID 688936-[4-(2-Methylphenyl)piperazin-1-yl]-5,6,7,8-tetrahydronaphthalen-2-ol

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

10 g of 1,2,3,4-tetrahydro-6-methoxy-2-[4-(2-methylphenyl)-1-piperazinyl]-naphthalene are suspended in 200 ml of 47% aqueous hydrogen bromide and refluxed under a nitrogen atmosphere for 3 hours. The hydrogen bromide is finally evaporated off and the product which is in the form of the hydrobromide is converted to the free base form, with IN aqueous sodium bicarbonate solution/methylene chloride, and recrystallised from acetonitrile. The title compound is obtained as a compact residue. M.P. 177°-179°. Hydrochloride salt form: M.P. 304°-306°.

Workup

  1. temperaturerefluxed under a nitrogen atmosphere for 3 hours
  2. customThe hydrogen bromide is finally evaporated off
  3. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-0b784a79ea5642c9a5ce8e5e4981967c
Source dataset
uspto-grants-1981_12
Patent number
US04308266

Reaction notes

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