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

HRID 718240Notes

Reaction equation

HRID 718240 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)ethan-1-oneYield 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-d84d50050bd84c3290329c8432a044fd
Source dataset
uspto-grants-2015_11
Patent number
US09193741B2

Reaction notes

Loading…