Hydrogen Bromide → 6-{[4-(Pyridin-2-yl)piperazin-1-yl]methyl}naphthalen-1-ol

HRID 1288571Notes

Reaction equation

HRID 1288571 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([CH2:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[CH2:16][CH2:15]1)=[CH:8]2.Br>>[OH:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([CH2:13][N:14]1[CH2:15][CH2:16][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[CH2:18][CH2:19]1)=[CH:8]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 215029101-[(5-Methoxynaphthalen-2-yl)methyl]-4-(pyridin-2-yl)piperazine

Product 1

HCID 215029076-{[4-(Pyridin-2-yl)piperazin-1-yl]methyl}naphthalen-1-ol

Procedure

A solution of 3.4 g. of 1-(5-methoxy-β-naphthylmethyl)-4-(2-pyridyl)piperazine in 100 ml. of 48% hydrogen bromide is refluxed for 3 hours. The mixture is cooled, concentrated and treated with sodium carbonate. The mixture is extracted with chloroform and the chloroform extractions are dried to yield 1-(5-hydroxy-β-naphtylmethyl)-4-(2-pyridyl)piperazine.

Workup

  1. temperatureThe mixture is cooled
  2. concentrationconcentrated
  3. additiontreated with sodium carbonate
  4. extractionThe mixture is extracted with chloroform
  5. extractionthe chloroform extractions
  6. customare dried

Sources & evidence

ORD record
ord-06a78da21a1248aa942cd52eed35122b
Source dataset
uspto-grants-1976_10
Patent number
US03988457

Reaction notes

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