Trifluoroacetic acid → 2-(4-Chlorophenoxy)-1-(piperazin-1-yl)ethanone

HRID 1396708Notes

Reaction equation

HRID 1396708 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 50941486Tert-butyl 4-(2-(4-chlorophenoxy)acetyl)piperazine-1-carboxylate

Product 1

HCID 10747602-(4-Chlorophenoxy)-1-(piperazin-1-yl)ethanoneYield 736.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of tert-butyl 4-(2-(4-chlorophenoxy)acetyl)piperazine-1-carboxylate (example 58, 0.58 g, 0.16 mmol) in dichloromethane (8 ml) was treated dropwise at room temperature with TFA until the solid completely dissolved. The reaction mixture was stirred under nitrogen at room temperature overnight. The volatiles were evaporated to dryness, diluted with water and the solid was collected by filtration. The solid was washed with water and dried to yield the title compound as a white solid (0.30 g, 72%).

Workup

  1. dissolutioncompletely dissolved
  2. customThe volatiles were evaporated to dryness
  3. additiondiluted with water
  4. filtrationthe solid was collected by filtration
  5. washThe solid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-e2433aad94064d38a033be1348bee1db
Source dataset
uspto-grants-2014_12
Patent number
US08901132B2

Reaction notes

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