1-Formyl-4-(2-bromo-4-methoxyphenyl)piperazine → 1-(2-Bromo-4-methoxyphenyl)piperazine

HRID 368828

Reaction equation

HRID 368828 reaction equation
C([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[Br:17])[CH2:5][CH2:4]1)=O>Cl>[Br:17][C:10]1[CH:11]=[C:12]([O:15][CH3:16])[CH:13]=[CH:14][C:9]=1[N:6]1[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1

Participants

3

Reactant 1

HCID 232888181-Formyl-4-(2-bromo-4-methoxyphenyl)piperazine

Product 1

HCID 232889281-(2-Bromo-4-methoxyphenyl)piperazine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 1-formyl-4-(2-bromo-4-methoxyphenyl)piperazine (VII, 3.92 g, 3.1 mmol) and hydrochloric acid (4N, 70 ml) is heated at 100° for 50 min. The mixture is then concentrated under reduced pressure to remove most of the aqueous hydrochloric acid. Saturated sodium bicarbonate is then cautiously added and the aqueous phase is extracted with dichloromethane. The combined organic phase is backwashed with saline, dried over magnesium sulfate, and concentrated to give 1-(2-bromo-4-methoxyphenyl)piperazine (VIII), NMR (CDCl3) 2.55, 2.95, 3.08, 3.77, 6.83, 7.01, 7.14 δ.

Workup

  1. temperatureis heated at 100° for 50 min
  2. concentrationThe mixture is then concentrated under reduced pressure
  3. customto remove most of the aqueous hydrochloric acid
  4. additionSaturated sodium bicarbonate is then cautiously added
  5. extractionthe aqueous phase is extracted with dichloromethane
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-9e48444c65764aceb8285e138d0b3932
Source dataset
uspto-grants-2000_10
Patent number
US06133446

Linked notes

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