Sodium Hydroxide → HCID 131717838, compound

HRID 1614620Notes

Reaction equation

HRID 1614620 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[CH2:6][CH2:5]1)(=[O:3])C.[OH-].[Na+]>Cl>[OH2:3].[ClH:17].[Cl:18][C:13]1[CH:12]=[C:11]([C:10]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[O:19])[CH:16]=[CH:15][C:14]=1[Cl:17].[Cl:18][C:13]1[CH:12]=[C:11]([C:10]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[O:19])[CH:16]=[CH:15][C:14]=1[Cl:17].[ClH:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12404423HCID 12404423, compound

Product 1

HCID 131717838HCID 131717838, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A slurry of 15 g (0.05 mol) of 1-acetyl-4-(3,4-dichlorobenzoyl)piperidine in 150 mL of 6N hydrochloric acid was heated at mild reflux for 23 hr. The mixture was cooled and neutralized using 50% sodium hydroxide solution and ice. The mixture was extracted several times with benzene and the collected extracts were dried over anhydrous sodium sulfate. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue obtained weighed 11.1 g (86%). The hydrochloride salt was made in the usual manner on 5 g of the free base. Recrystallization from isopropyl alcohol-ether gave a crystalline solid, mp 221-223.

Workup

  1. temperatureat mild reflux for 23 hr
  2. temperatureThe mixture was cooled
  3. extractionThe mixture was extracted several times with benzene
  4. dry with materialthe collected extracts were dried over anhydrous sodium sulfate
  5. filtrationThe mixture was filtered
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue obtained
  8. customRecrystallization from isopropyl alcohol-ether
  9. customgave a crystalline solid, mp 221-223

Sources & evidence

ORD record
ord-24203eef0ef3423f9dde0cc9b4422fe2
Source dataset
uspto-grants-1993_03
Patent number
US05198449

Reaction notes

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