Hydrogen Bromide → 4-{4-[(Naphthalen-2-yl)methyl]piperazin-1-yl}phenol

HRID 1288566Notes

Reaction equation

HRID 1288566 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][C:21]([O:24]C)=[CH:20][CH:19]=2)[CH2:14][CH2:13]1.Br>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 215029031-(4-Methoxyphenyl)-4-[(naphthalen-2-yl)methyl]piperazine

Product 1

HCID 215029064-{4-[(Naphthalen-2-yl)methyl]piperazin-1-yl}phenol

Procedure

A solution of 2.0 g. of 1-(β-naphthylmethyl)-4-(4-methoxyphenyl)piperazine as prepared in Example 4 in 100 ml. of hot 48% hydrogen bromide is refluxed for 2 hours. The solution is then cooled and filtered. The collected precipitate is then recrystallized from isobutyl alcohol to yield the dihydrobromide salt of 1-(β-naphthylmethyl)-4-(4-hydroxyphenyl)piperazine having a melting point of 225°-227° C.

Workup

  1. temperatureThe solution is then cooled
  2. filtrationfiltered
  3. customThe collected precipitate is then recrystallized from isobutyl alcohol

Sources & evidence

ORD record
ord-55fb3b18e3104ac4aee57605792dc5c8
Source dataset
uspto-grants-1976_10
Patent number
US03988457

Reaction notes

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