4'-Fluoroacetophenone → 4-(4-Methyl-1-piperazinyl)acetophenone

HRID 972676Notes

Reaction equation

HRID 972676 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.F[C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:17])[CH3:16])=[CH:11][CH:10]=1>CS(C)=O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:17])[CH3:16])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 98284'-FluoroacetophenoneHCID 531671-Methylpiperazine

Product 1

HCID 335514-(4-Methyl-1-piperazinyl)acetophenone

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 1120 g. of N-methylpiperazine and 755 g. of p-fluoroacetophenone in 1920 ml. of dimethyl-sulfoxide is heated at 95° for 16 hours, then evaporated at reduced pressure. The residue is poured into 8 liters of water and the solution is basified with 440 g. of 50% aqueous sodium hydroxide and cooled. The precipitate of p-(4-methyl-1-piperazinyl)acetophenone is collected by filtration, washed with water and dried; m.p. 97°-99°.

Workup

  1. customevaporated at reduced pressure
  2. additionThe residue is poured into 8 liters of water
  3. temperatureof 50% aqueous sodium hydroxide and cooled
  4. filtrationThe precipitate of p-(4-methyl-1-piperazinyl)acetophenone is collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ddd8d96a71e04241adc23cf58a0925f8
Source dataset
uspto-grants-1977_10
Patent number
US04053470

Reaction notes

Loading…