Ethyl Acetate → HCID 14839581, compound

HRID 1089213Notes

Reaction equation

HRID 1089213 reaction equation
Cl[CH2:2][CH:3]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:23]1(=[O:33])[NH:27][C:26](=[O:28])[C:25]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:24]12.[K].C(OCC)(=O)C>CN(C)C=O.C(OC(C)C)(C)C>[C:23]1(=[O:33])[N:27]([CH2:2][CH:3]2[CH2:8][N:7]([CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:6][CH2:5][N:4]2[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:26](=[O:28])[C:25]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:24]12

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 106631191,4-Dibenzyl-2-(chloromethyl)piperazineHCID 24194345Phthalimide potassium salt

Product 1

HCID 14839581HCID 14839581, compoundYield 33%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
110 °C

Procedure

A suspension of 15 g (47.6 mmol) of 2-chloromethyl-1,4-diphenylmethyl piperazine and 8.81 g (47.6 mmol) of potassium phtalimide in 7 ml anhydrous dimethyl formamide was stirred 2 hours at 110° C. After cooling the reaction mixture was taken up with 100 ml ethyl acetate. The mineral salts were filtered off. The solvent was removed, the residue was dissolved in 150 ml ethyl acetate, washed three times with water, dried over magnesium sulfate to give a srystalline product which was resrystallized in isopropyl ether to yield 6.67 g (33%) of title compound. M.P. 124° C.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. filtrationThe mineral salts were filtered off
  3. customThe solvent was removed
  4. dissolutionthe residue was dissolved in 150 ml ethyl acetate
  5. washwashed three times with water
  6. dry with materialdried over magnesium sulfate
  7. customto give a srystalline product which

Sources & evidence

ORD record
ord-ff370bf214c54227b13fe96ad6c9933f
Source dataset
uspto-grants-1990_10
Patent number
US04965273

Reaction notes

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