4'-Fluoroacetophenone → HCID 19804347, compound

HRID 1681852Notes

Reaction equation

HRID 1681852 reaction equation
[CH2:1]([N:3]([CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)[CH2:4][CH3:5])[CH3:2].[CH3:12][C:13]([C:15]1[CH:20]=[CH:19][C:18](F)=[CH:17][CH:16]=1)=[O:14].C(=O)([O-])[O-].[K+].[K+].C([O-])(=O)/C=C/C([O-])=O>CN(C)C=O.C(O)CC>[C:13]([C:15]1[CH:20]=[CH:19][C:18]([N:9]2[CH2:8][CH2:7][CH:6]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH2:11][CH2:10]2)=[CH:17][CH:16]=1)(=[O:14])[CH3:12]

Participants

6

Reactant 4

HCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 2758239N,N-diethylpiperidin-4-amineHCID 5460307Fumarate

Product 1

HCID 19804347HCID 19804347, compoundYield 52.3%

Reagents, catalysts & solvents 1

HCID 86598119Dimethylformamide n-propanolSolvent

Procedure

2.1 g (13.25 mmol) of 4-(N,N-diethylamino)piperidine, 1.8 g (13.25 mmol) of 4-fluoroacetophenone and 7.3 g of potassium carbonate in 100 ml of dimethylformamide/n-propanol (1:1) were refluxed for 20 h. 1.9 g of 1-(4-acetylphenyl)-4-(N,N-diethylamino)piperidine were obtained as crystalline fumarate. Melting point 125°-127° C.

Sources & evidence

ORD record
ord-42ea07ddf0c0414bbb68812360a1c06a
Source dataset
uspto-grants-1992_12
Patent number
US05175174

Reaction notes

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