Hydrochloric Acid → HCID 18430908, compound

HRID 1278625Notes

Reaction equation

HRID 1278625 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2([C:21]([O:23]CC)=[O:22])[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>CO.O>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][C:16]2([C:21]([OH:23])=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20]2)[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18430916HCID 18430916, compound

Product 1

HCID 18430908HCID 18430908, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

The mixture of ethyl 1-[2-(4-benzyl-1-piperazinyl)ethyl]cyclopentanecarboxylate (300 mg, 0.871 mmol) and KOH (85%, 0.36 g, 3.49 mmol) in methanol (5.0 ml) and water (1.2 ml) was stirred at 95° C. overnight. To the mixture was added 2 N HCl until the pH became 5. After the solvent was removed in vacuo, the residue was extracted with dichloromethane (30 ml). The extract was washed with brine, dried over NASO4, filtered and concentrated in vacuo to provide a yellow oil (276 mg/100%).

Workup

  1. customAfter the solvent was removed in vacuo
  2. extractionthe residue was extracted with dichloromethane (30 ml)
  3. washThe extract was washed with brine
  4. customdried over NASO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto provide a yellow oil (276 mg/100%)

Sources & evidence

ORD record
ord-08b3e0d91f6349a993eb91f585dc9564
Source dataset
uspto-grants-2002_09
Patent number
US06444677B2

Reaction notes

Loading…