Hydrogen Bromide → Hydrogen Bromide

HRID 278164Notes

Reaction equation

HRID 278164 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH:11]([NH2:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1.[BrH:19]>CC(O)=O>[NH2:18][CH:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:10][CH2:9][C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1.[BrH:19]

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 226271033-(3-Methoxyphenyl)-1-phenylpropylamine

Product 2

HCID 260Hydrogen BromideHCID 226270983-(3-Amino-3-phenylpropyl)phenol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of the product from Step C (920 mg), HOAc (2 mL) and 48% HBr (3 mL) was stirred while heating at reflux. After 2-3 hours, the solution was concentrated in vacuo to provide a pale beige sticky solid which was triturated with Et2O. Removal of residual solvents in vacuo provided the titled product hydrobromide as a pale beige froth.

Workup

  1. temperaturewhile heating
  2. temperatureat reflux
  3. concentrationthe solution was concentrated in vacuo
  4. customto provide a pale beige sticky solid which
  5. customwas triturated with Et2O
  6. customRemoval of residual solvents in vacuo

Sources & evidence

ORD record
ord-0744501ef49e4ab5b29e01ccf689d3af
Source dataset
uspto-grants-2002_03
Patent number
US06358985B1

Reaction notes

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