Hydrogen Bromide → 4-(4-2H-tetrazol-5-yl-butyl)-phenol

HRID 1768056Notes

Reaction equation

HRID 1768056 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[N:14]=[N:15][NH:16][N:17]=2)=[CH:5][CH:4]=1.Br.[OH-].[Na+]>>[N:17]1[NH:16][N:15]=[N:14][C:13]=1[CH2:12][CH2:11][CH2:10][CH2:9][C:6]1[CH:5]=[CH:4][C:3]([OH:2])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 236145535-(4-(4-Methoxy-phenyl)-butyl)-2H-tetrazole

Product 1

HCID 236145484-(4-2H-tetrazol-5-yl-butyl)-phenolYield 52%

Procedure

450 mg (1.94 mmol) 5-(4-(4-methoxy-phenyl)-butyl)-2H-tetrazole and 1.5 ml 48% aqueous hydrobromic acid were stirred at 80° C. for 17 h. The reaction mixture was adjusted to pH=4 by addition of conc. NaOH and the aqueous phase discarded. Purification of the undissolved residue by HPLC-MS (methanol/water 7:3, pH=2.3) gave 220 mg (52%) of the title compound.

Workup

  1. customPurification of the undissolved residue by HPLC-MS (methanol/water 7:3, pH=2.3)

Sources & evidence

ORD record
ord-bcdf2554ac304c55b64e75836819aeb0
Source dataset
uspto-grants-2007_06
Patent number
US07235574B2

Reaction notes

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