Hydrogen Bromide → 4-Hydroxybenzylamine hydrobromide

HRID 346247Notes

Reaction equation

HRID 346247 reaction equation
C[O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH2:8])=[CH:5][CH:4]=1.[BrH:11]>>[BrH:11].[NH2:8][CH2:7][C:6]1[CH:9]=[CH:10][C:3]([OH:2])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 754524-Methoxybenzylamine

Product 1

HCID 27592934-Hydroxybenzylamine hydrobromideYield 35%

Procedure

A mixture of 40.0 g (0.29 mole) of 4-methoxybenzylamine (98%, Aldrich) and 150 mL of 48% hydrobromic acid (Baker) was stirred and heated at reflux for 18 hr, then stirred at ambient temperature for 72 hr. The precipitate was collected by filtration, washed with ethyl ether (300 mL) and dried to give 21.0 g (35%) of the title compound as an off-white solid, mp 215°-217° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 hr
  3. stirringstirred at ambient temperature for 72 hr
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with ethyl ether (300 mL)
  6. customdried

Sources & evidence

ORD record
ord-e329537882e14226a302a81708466f57
Source dataset
uspto-grants-1991_10
Patent number
US05061720

Reaction notes

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