HCID 10421590, compound → HCID 22664339, compound

HRID 467063Notes

Reaction equation

HRID 467063 reaction equation
C[O:2][C:3]1[CH:17]=[CH:16][C:6]([N:7]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:17]=[CH:16][C:6]([N:7]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 10421590HCID 10421590, compound

Product 1

HCID 22664339HCID 22664339, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

4-Methoxy-N,N-dibutylaniline (9.2 g) in 48% hydrobromic acid (50 mL) was heated under reflux for 2.5 hours and the acid then removed under reduced pressure. Addition of water and neutralization with solid sodium bicarbonate gave a precipitate which was filtered off, washed with water and recrystallized from methanol-ether to give 4-hydroxy-N,N-dibutylaniline.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. customthe acid then removed under reduced pressure
  3. additionAddition of water and neutralization with solid sodium bicarbonate
  4. customgave a precipitate which
  5. filtrationwas filtered off
  6. washwashed with water
  7. customrecrystallized from methanol-ether

Sources & evidence

ORD record
ord-604816eeded74008a4661febc4152491
Source dataset
uspto-grants-1992_10
Patent number
US05158949

Reaction notes

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