Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 4-Nitrobenzyl chloride | HCID 7482 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 70608515 | HCID 70608515 | — |
| Product | HCID 751653 | HCID 751653 | 81% |
Reaction Steps
A suspension of p-nitrobenzyl chloride (2.58 g, 15 mM), p-methoxyphenylpiperazine dihydrochloride (3.97 g, 15 mM) and triethylamine (4.55 g, 30 mM) in 25 ml of ethylene glycol is heated at 80° C. for 1 hour under nitrogen. The resulting mixture is quenched with cold water, neutralized with 10% aqueous sodium bicarbonate solution and extracted with methylene chloride. The methylene chloride solution is washed with water, saturated sodium chloride solution, dried over sodium sulfate and concentrated to a yellow solid. This, after recrystallization from ethyl acetate, gives 4 g (81%) of 1-(4-methoxyphenyl)-4-[ (4-nitrophenyl)-methyl ]piperazine of melting point 130° -132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04140775 |
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| Source dataset | uspto-grants-1979_02 |
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| ORD ID | ord-d1eae5e2dc644dddb4303ff470cfaa80 |
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| Source note | uspto-grants-1979_02 |
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