1-Methylpiperazine → 1-(4-Fluorophenyl)-2-methyl-2-(4-methylpiperazino)-propan-1-one

HRID 981751Notes

Reaction equation

HRID 981751 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([O:13]C)[C:10]([CH3:12])([CH3:11])O2)=[CH:4][CH:3]=1.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:13])[C:10]([CH3:11])([N:19]2[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]2)[CH3:12])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 131131762-(4-Fluorophenyl)-2-methoxy-3,3-dimethyloxirane

Product 1

HCID 198794821-(4-Fluorophenyl)-2-methyl-2-(4-methylpiperazino)-propan-1-one

Conditions

Temperature
125 °C

Procedure

29.43 g (0.15 mol) of 2-(4-fluorophenyl)-3,3-dimethyl-2-methoxyoxirane and 60.1 g (0.60 mol) of 1-methylpiperazine are brought together, and the mixture is heated to about 125° C. After 8 hours it is cooled down and the excess 1-methylpiperazine is distilled off. The residue is taken up in toluene, and the mixture is extracted with dilute hydrochloric acid. The hydrochloric acid solution is rendered alkaline and is extracted with toluene. The toluene solution is dried with K2CO3 and concentrated. The residue, 29.4 g of a cognac-coloured oil, is then further reacted.

Workup

  1. temperatureAfter 8 hours it is cooled down
  2. distillationthe excess 1-methylpiperazine is distilled off
  3. extractionthe mixture is extracted with dilute hydrochloric acid
  4. extractionis extracted with toluene
  5. dry with materialThe toluene solution is dried with K2CO3
  6. concentrationconcentrated
  7. customThe residue, 29.4 g of a cognac-coloured oil, is then further reacted

Sources & evidence

ORD record
ord-3e6995cdb05c4e348e08a8a61b7ed596
Source dataset
uspto-grants-1991_02
Patent number
US04992547

Reaction notes

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