Lithium Carbonate → HCID 15840734, compound

HRID 1455936Notes

Reaction equation

HRID 1455936 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Li+].[Li+].F[C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1>CS(C)=O>[C:25]([C:24]1[CH:27]=[CH:28][C:21]([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)[CH2:9][CH2:10]2)=[CH:22][CH:23]=1)#[N:26]

Participants

5

Reactant 3

HCID 11125Lithium CarbonateHCID 145174-Fluorobenzonitrile2×HCID 92467p-(1-Piperazinyl)phenol

Product 1

HCID 15840734HCID 15840734, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

15.1 g of 1-(4-hydroxyphenyl)piperazine, 9.4 g of lithium carbonate and 10.4 g of 4-fluorobenzonitrile in 250 ml of dimethyl sulfoxide were reacted at 80° C. for 4 hours under a nitrogen atmosphere. After fresh addition of 3.0 g of 4-fluorobenzonitrile, the mixture was heated at 80° C. for a further 4 hours and the precipitated product was filtered out with suction after cooling the reaction mixture. To separate the co-precipitated lithium carbonate, the crude product was then stirred with aqueous citric acid. After filtering out with suction and drying in a vacuum oven at 60° C., 18.7 g of 4-[4-(4-cyanophenyl)-1-piperazinyl]phenol were obtained, m.p.=258°-262° C.

Workup

  1. filtrationthe precipitated product was filtered out with suction
  2. temperatureafter cooling the reaction mixture
  3. customTo separate the co-precipitated lithium carbonate
  4. filtrationAfter filtering out with suction
  5. customdrying in a vacuum oven at 60° C.

Sources & evidence

ORD record
ord-527684189dea4ea2b7f4050a8fe2dd8e
Source dataset
uspto-grants-1998_12
Patent number
US05843948

Reaction notes

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