Sodium Hydroxide → 1-[2-(Propan-2-yloxy)phenyl]piperazine

HRID 2110068Notes

Reaction equation

HRID 2110068 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:3])[CH3:2].C(O)(=O)/C=C/C(O)=O.C(O)(=O)/C=C/C(O)=O.[OH-].[Na+]>ClCCl>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68822067HCID 68822067, compound

Product 1

HCID 109440161-[2-(Propan-2-yloxy)phenyl]piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Difumarate 1-(2-isopropoxy-phenyl)-piperazine Compound 1a (10 g, 29.7 mmol) was mixed with dichloromethane (DCM, 100 mL) and treated with 1N NaOH (80 mL). The two resulting layers were separated and the aqueous layer was extracted with DCM (20 mL×3) and the combined organic extracts were dried over K2CO3. The free base 1-(2-isopropoxy-phenyl)-piperazine Compound 1b (6.5 g) was obtained by evaporating the solvent from the filtered dry solution using a rotary evaporator.

Workup

  1. customThe two resulting layers were separated
  2. extractionthe aqueous layer was extracted with DCM (20 mL×3)
  3. dry with materialthe combined organic extracts were dried over K2CO3

Sources & evidence

ORD record
ord-8edc322a8ad6483ea03476d41b2ab0ff
Source dataset
uspto-grants-2009_04
Patent number
US07517885B2

Reaction notes

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