Sodium Hydroxide → HCID 21057873, compound

HRID 2216283Notes

Reaction equation

HRID 2216283 reaction equation
CO.O.C[O:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][CH3:22])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1.[OH-].[Na+:25]>O>[Na+:25].[CH3:22][O:21][CH2:20][CH2:19][N:16]1[CH2:17][CH2:18][N:13]([C:10]2[CH:11]=[CH:12][C:7]([C:6]([O-:23])=[O:5])=[CH:8][CH:9]=2)[CH2:14][CH2:15]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21057875HCID 21057875, compoundHCID 22242641Methanol--water (1/1)

Product 1

HCID 21057873HCID 21057873, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To 4 ml of MeOH/H2O (1:1) is added 0.52 g (1.87 mmol) of 4-[4-(2-methoxy-ethyl)-piperazin-1-yl]benzoic acid methyl ester and 0.078 g (1.96 mmol) of NaOH (30%). The resulting reaction mixture is stirred 1 hour at 80° C., then cooled to room temperature and diluted with H2O. The H2O-layer is extracted 3 times with diethyl ether and then lyophilised to yield 0.47 g of 4-[4-(2-methoxy-ethyl)-piperazin-1-yl)-benzoic acid sodium salt as a white solid.

Workup

  1. customThe resulting reaction mixture
  2. temperaturecooled to room temperature
  3. extractionThe H2O-layer is extracted 3 times with diethyl ether

Sources & evidence

ORD record
ord-27c4d878d0a744ff947d714dc0aa5571
Source dataset
uspto-grants-2006_09
Patent number
US07112589B2

Reaction notes

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