Hydrogen Bromide → 4-(4-aminobutyl)phenol Hydrobromide

HRID 25090Notes

Reaction equation

HRID 25090 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])=[CH:5][CH:4]=1.[BrH:14]>>[BrH:14].[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 105835064-(4-Methoxyphenyl)butan-1-amine

Product 1

HCID 115505224-(4-aminobutyl)phenol HydrobromideYield 90%

Procedure

Amine III (2.32 g, 0.012 mol) was stirred in boiling 48% HBr (50 mL) for 3 h. After the reaction was completed, argon was bubbled through the solution and the solvent was evaporated under reduced pressure. The solid residue was dried above KOH to provide 3.1 g (90%) of IV. API MS m/z=166[C10H15NO+H]+

Workup

  1. customfor 3 h
  2. customargon was bubbled through the solution
  3. customthe solvent was evaporated under reduced pressure
  4. dry with materialThe solid residue was dried above KOH

Sources & evidence

ORD record
ord-0d3497cc004a4f538551b1286698aedf
Source dataset
uspto-grants-2005_02
Patent number
US06858614B2

Reaction notes

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