1-(2-Hydroxyethyl)piperazine → HCID 53781093, compound

HRID 868451Notes

Reaction equation

HRID 868451 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.F[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].CS(C)=O>[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH:5]1[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 11430Potassium CarbonateHCID 680234-Fluorobenzaldehyde

Product 1

HCID 53781093HCID 53781093, compound

Reagents, catalysts & solvents 2

HCID 21218Trioctylmethylammonium chlorideCatalystHCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
95 °C

Procedure

A two liter three necked flask fitted with a mechanical stirrer, thermometer and condenser is charged with 304 g of 2-hydroxyethylpiperazine, 74.4 g of 4-fluorobenzaldehyde, 1 ml of Aliquat 336, 750 ml of dimethylsulfoxide, and 82.8 g of anhydrous potassium carbonate. The mixture is heated at 95° C. for three days. The reaction mixture then is cooled and poured into 3 liters of ice water. The resultant solid precipitate is filtered, washed with water, and vacuum dried. The crude solid is recrystallized from toluene: m.p. 105°-107° C.

Workup

  1. temperatureThe reaction mixture then is cooled
  2. filtrationThe resultant solid precipitate is filtered
  3. washwashed with water, and vacuum
  4. customdried
  5. customThe crude solid is recrystallized from toluene

Sources & evidence

ORD record
ord-21152e3e2ce647dba3617dce4a7f5bc4
Source dataset
uspto-grants-1988_10
Patent number
US04779961

Reaction notes

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