Sodium Hydroxide → HCID 18357042, compound

HRID 427462Notes

Reaction equation

HRID 427462 reaction equation
[OH-].[Na+].[N:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>C(O)C>[N:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:25]=[CH:24][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)[CH2:13][CH2:14]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18357051HCID 18357051, compound

Product 1

HCID 18357042HCID 18357042, compoundYield 55.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1M sodium hydroxide solution (103 ml) was added to a suspension of ethyl 4-[4-(4pyridyl)-1-piperazinyl]benzoate (10.3 g) in ethanol (200 ml) and the mixture was stirred at ambient temperature for 16 hours. The solution was evaporated to dryness. The residue was stirred in water (515 ml) for 15 minutes and any insoluble material was filtered off. The filtrate was treated with ice-cooled 1 M hydrochloric acid (103 ml). The precipitate was filtered off, slurry washed with water, sucked dry and dried over phosphorus pentoxide, at 50° C. for 2 days to give 4-[1-(4-pyridyl)piperazin-4-yl]-benzoic acid (5.24 g) as an off-white solid, mp>300° C.

Workup

  1. customThe solution was evaporated to dryness
  2. stirringThe residue was stirred in water (515 ml) for 15 minutes
  3. filtrationany insoluble material was filtered off
  4. additionThe filtrate was treated with ice-
  5. temperaturecooled 1 M hydrochloric acid (103 ml)
  6. filtrationThe precipitate was filtered off
  7. washslurry washed with water
  8. customsucked dry
  9. dry with materialdried over phosphorus pentoxide, at 50° C. for 2 days

Sources & evidence

ORD record
ord-017b11fe32fc4cc797c991c6d964aa95
Source dataset
uspto-grants-2001_11
Patent number
US06313127B1

Reaction notes

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