Sodium Hydroxide → HCID 59442828, compound

HRID 243567Notes

Reaction equation

HRID 243567 reaction equation
[OH-].[Na+].[CH2:3]([N:10]1[CH2:15][CH2:14][N:13]([CH:16]2[CH2:21][CH2:20][CH:19]([C:22]([O:24]CC)=[O:23])[CH2:18][CH2:17]2)[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH2:3]([N:10]1[CH2:11][CH2:12][N:13]([CH:16]2[CH2:17][CH2:18][CH:19]([C:22]([OH:24])=[O:23])[CH2:20][CH2:21]2)[CH2:14][CH2:15]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 49836912HCID 49836912, compound

Product 1

HCID 59442828HCID 59442828, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 M NaOH (23 ml) is added to a solution of ethyl 4-(4-benzylpiperazin-1-yl)cyclohexanecarboxylate (2.56 g) in Methanol (30 ml). The mixture is stirred for 2 days and the solvent is removed under reduced pressure. The crude product is purified using reverse phase HPLC (Varian C18 Microsorb) eluting with a gradient of 10-100% acetonitrile in water containing 0.2% trifluoroacetic acid to give 4-(4-benzylpiperazin-1-yl)cyclohexanecarboxylic acid: (2.33 g). m/z(+) 303 (M+H+).

Workup

  1. customthe solvent is removed under reduced pressure
  2. customThe crude product is purified
  3. washeluting with a gradient of 10-100% acetonitrile in water containing 0.2% trifluoroacetic acid

Sources & evidence

ORD record
ord-4e4fda2230f94325bfab165c350dd827
Source dataset
uspto-grants-2014_02
Patent number
US08653262B2

Reaction notes

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