Sodium Hydroxide → 1-(4-Phenyl-2-thienyl)piperazine

HRID 2263054Notes

Reaction equation

HRID 2263054 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([N:12]3[CH2:17][CH2:16][N:15](C(OCC)=O)[CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([C:7]2[CH:8]=[C:9]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68776928Ethyl 4-(4-phenyl-2-thienyl)piperazine-1-carboxylate

Product 1

HCID 687773121-(4-Phenyl-2-thienyl)piperazineYield 88.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 4-(4-phenyl-2-thienyl)piperazine-1-carboxylate (350 mg, 1.11 mmol), an aqueous 8N sodium hydroxide solution (5 ml) and ethanol (10 ml) was stirred at 100° C. for 3 hours, and the solvent was distilled off under reduced pressure. The residue was poured into water and the mixture was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to obtain the desired product (240 mg, 88.9%) as an oil.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionThe residue was poured into water
  3. extractionthe mixture was extracted with chloroform
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bfd9f8f126d74528a7d5c78541ca744c
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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