text.skipToContent text.skipToNavigation

Maximum quantity allowed is 999

Gelieve het aantal te selecteren

Reagents for the α-Acyloxylation of Aldehydes and Ketones

α-Acyloxylated carbonyl compounds are important in organic synthesis, since they are present in many natural products, pharmaceuticals and synthetic intermediates. The three hydroxylamine hydrochlorides described above provide a practical method for the α-acyloxylation of carbonyl compounds. 1 is an effective reagent for the α-benzoyloxylation of both aldehydes and ketones.1,2) An analog with a bulky N-tert-butyl group 2 allows the chemoselective α-benzoyloxylation of aldehydes, since it is completely inert to ketones.1,2) 3 is a reagent for the introduction of the acetyloxy group in aldehydes.3)
Typical Procedure: 1,2)
1,4-Cyclohexanedione mono-ethylene ketal (4.68 g) and 1 (5.63 g) are dissolved in DMSO (7.5 mL) and the resultant mixture is stirred at room temperature for 1 h. The solution is subsequently diluted with ethyl acetate (300 mL) and washed repeatedly with saturated aqueous brine to remove the reaction solvent (5 x 250 mL). The organic fraction is dried over magnesium sulfate and concentrated in vacuo to give a brown solid as a crude product. The crude solid is recrystallized from isopropyl alcohol (5 mL). The resultant solid is washed with ice-cold isopropyl alcohol (50 mL) and ice-cold petroleum ether (50 mL) before being dried under high vacuum (0.07 kPa) for 8 h to yield the 2-benzoyloxylated compound as pale yellow needles (6.38 g, Y. 77%).

References

The prices are subject to change without notice. Please confirm the newest price by our online catalog before placing an order.
In addition, sales products changes with areas. Please understand that a product is not available when the product details page is not displayed.
Sessiestatus
Uw sessie verloopt over 10 minuten. Na het verlopen van de sessie word u doorgestuurd naar de startpagina. Klik op de knop om de sessie vanaf dezelfde pagina voort te zetten. minuut. Na het verlopen van de sessie word u doorgestuurd naar de startpagina. Klik op de knop om de sessie vanaf dezelfde pagina voort te zetten.

Uw sessie is verlopen. U wordt doorgestuurd naar de startpagina.