Acetone → HCID 44203056, compound

HRID 404582Notes

Reaction equation

[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[C:15](=[O:18])([O-])[O-].[K+].[K+].[CH3:21][C:22]([CH3:24])=O>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:21][CH2:22][CH:24]2[CH2:15][O:18]2)[CH2:11][CH2:10]1

Participants

Reactant 3

HCID 180Acetone

HCID 11430Potassium Carbonate

HCID 8518331-(2,3-Dichlorophenyl)piperazine

Product 1

HCID 44203056HCID 44203056, compoundYield 95%

Procedure

2.31 g (10.0 mmol) 1-(2,3-dichlorophenyl)piperazine was added to a suspension of 2.27 g (15.0 mmol) 24, 4.15 g (30.0 mmol) potassium carbonate in 150 mL acetone and the reaction mixture was refluxed for 24 h. The reaction mixture was filtered and the volatiles were removed in vacuo to give an oil (2.86 g, 95%), which was used without further purification. 1H NMR (CDCl3): δ 1.72 (m, 1H), 1.83 (m, 1H), 2.53 (dd, J 5.0, 2.7, 1H), 2.61 (ddd, J 8.3, 6.5, 3.0, 2H), 2.66 (s, 4H), 2.79 (dd, J 4.9, 4.0, 1H), 3.01 (m, 1H), 3.07 (s, 4H), 6.96 (dd, J 6.5, 3.1, 1H), 7.11-7.19 (m, 2H). 13C NMR (CDCl3): δ 30.2, 47.1, 51.0, 51.4, 53.3, 55.0, 118.6, 124.6, 127.5, 134.0, 151.3.

Workup

temperaturethe reaction mixture was refluxed for 24 h
filtrationThe reaction mixture was filtered
customthe volatiles were removed in vacuo

Sources & evidence

ORD record: ord-b3557bd458b94c8182d760f37640fdcc
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748608B2

Reaction notes

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