4'-METHOXYVALEROPHENONE Struktur

1-(4-Methoxyphenyl)pentan-1-on

Bezeichnung:1-(4-Methoxyphenyl)pentan-1-on

CAS-Nr1671-76-7

Englisch Name:4'-METHOXYVALEROPHENONE

CBNumberCB2404543

SummenformelC12H16O2

Molgewicht192.25

MOL-Datei1671-76-7.mol

Synonyma

1-(4-Methoxyphenyl)pentan-1-on

1-(4-Methoxyphenyl)pentan-1-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	22-23.5 °C
Siedepunkt	300 °C(Press: 739 Torr)
Dichte	0.988±0.06 g/cm3(Predicted)
CAS Datenbank	1671-76-7(CAS DataBase Reference)

Gefahreninformationscode (GHS)

4'-METHOXYVALEROPHENONE Chemische Eigenschaften,Einsatz,Produktion Methoden

synthetische
To a solution of N-methoxy-Nmethyl- 2-pyridyl urethane (364.4 mg, 2 mmol) in THF (6 mL), p-methoxyphenylmagnesium bromide (0.25 m in THF, 8 mL, 2 mmol) was added dropwise over a period of 10 min at 0 ℃ under nitrogen atmosphere. Stirring was maintained for a further 5 min and then n-butyllithium (1.60 M in hexane, 1.5 mL, 2.4 mmol) was added directly to the mixture (one-pot process). The reaction mixture was stirred for 0.5 h, while warming to room temperature, and was then quenched with 1 N HCl (5 mL). After evaporation of the THF, the concentrated mixture was poured into 1 N HCl (30 mL) and the aqueous phase was extracted with dichloromethane (3×20 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated to dryness in vacuo. The crude product was purified by column chromatography on silica gel (EtOAc/n-hexane, 1:4) to give 369.1 mg (96%) of p-methoxyvalerophenone.
synthetische
To a solution of N-methoxy-N-methyl-2-pyridyl urethane (364.4 mg, 2 mmol) in THF (6 mL), p-methoxyphenylmagnesium bromide (0.25 m in THF, 8 mL, 2 mmol) was added dropwise over a period of 10 min at 0 °C under nitrogen atmosphere. Stirring was maintained for a further 5 min and then n-butyllithium (1.60 m in hexane, 1.5 mL, 2.4 mmol) was added directly to the mixture (one-pot process). The reaction mixture was stirred for 0.5 h, while warming to room temperature, and was then quenched with 1 n HCl (5 mL). After evaporation of the THF, the concentrated mixture was poured into 1 n HCl (30 mL) and the aqueous phase was extracted with dichloromethane (3*20 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated to dryness in vacuo. The crude product was purified by column chromatography on silica gel (EtOAc/n-hexane, 1:4) to give 369.1 mg (96%) of p-methoxyvalerophenone.
Synthesis Reference(s)
Chemistry Letters, 15, p. 165, 1986
Tetrahedron, 50, p. 11839, 1994 DOI: 10.1016/S0040-4020(01)89299-1

4'-METHOXYVALEROPHENONE Upstream-Materialien And Downstream Produkte

1-(4-Methoxyphenyl)pentan-1-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1671-76-7, 4'-METHOXYVALEROPHENONE Verwandte Suche:

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