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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1761710Erstellt: 26. Oktober 2026

1-(4-Methylbenzyl)piperazine → 1-(2-Methoxyphenyl)-3-(4-methoxyphenylimino)-3-[4-(4-methylbenzyl)-1-piperazinyl]propyne

https://huagongshe.com/reaction/1761710

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-(4-Methylbenzyl)piperazineHCID 764723—
Edukt2-Methoxy-beta,beta-dibromostyreneHCID 10424405—
Edukt(4-Methoxyphenyl)carbonimidoylHCID 13381069—
Edukt4-Methoxyphenylimino-3-[4-(4-methylbenzyl)-1-piperazinyl]propyneHCID 86743013—
EduktButyllithiumHCID 178418339—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt1-(2-Methoxyphenyl)-3-(4-methoxyphenylimino)-3-[4-(4-methylbenzyl)-1-piperazinyl]propyneHCID 21242081—

Reaktionsschritte

1-(2-Methoxyphenyl)-3-(4-methoxyphenylimino-3-[4-(4-methylbenzyl)-1-piperazinyl]propyne can be prepared by working as in Example 11 but starting with a solution of N-dichloromethylene-p-anisidine (20.6 g) in ethyl ether (200 cc) to which a solution of 4-(4-methylbenzyl)piperazine (38.4 g) in tetrahydrofuran (150 cc) is added. The solution obtained after filtration is added in the course of 30 minutes at a temperature of about -70° C. to a solution of 2-(2-methoxyphenyl)ethynyllithium obtained by adding, in the course of 20 minutes, at a temperature of about -70° C., a 1.6M solution (126 cc) of butyllithium in hexane to a solution of 2-methoxy-β,β-dibromostyrene (29.5 g) in tetrahydrofuran (300 cc). 1-(2-Methoxyphenyl)-3-(4-methoxyphenylimino)-3-[4-(4-methylbenzyl)-1-piperazinyl]propyne (30.6 g), m.p. 83° C., is thereby obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04826974
Quelldatensatzuspto-grants-1989_05
ORD IDord-a674f510920647ae85a2d21d0dd06300
Quellennotizuspto-grants-1989_05