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ChemicalBook CAS DataBase List Allylacetone
109-49-9

Allylacetone synthesis

8synthesis methods
-

Yield:109-49-9 80%

Reaction Conditions:

with sodium hydroxide in water for 2 h;Reflux;

Steps:

1 4.3 General procedure for decarbethoxylation of 2-alkenyl β-ketoesters. Preparation of ketones 2a-f
β-Ketoester 1a-f (20 mmol) in aqueous NaOH (2.40 g in 30 mL deionized water) was heated to reflux for 2 h. The crude product was isolated by extraction of the aqueous solution with diethyl ether (3×20 mL). The combined organic layers were dried (Na2SO4) and evaporated. A residue was distilled under reduced pressure. 4.3.1
Hex-5-en-2-one (2a)
Yield 1.57 g, 80%, liquid; IR (ATR) νmax: 3080, 2979, 2921, 1718, 1642, 1431, 970 cm-1; 1H NMR (200 MHz, CDCl3) δ 2.16 (s, 3H), 2.26-2.40 (m, 2H), 2.48-2.59 (m, 2H), 4.94-5.10 (m, 2H), 5.70-5.92 (m, 1H); 13C NMR (50 MHz, CDCl3) δ 27.8, 29.9, 42.7, 115.2, 137.0, 208.1. Anal. Calcd for C6H10O: C: 73.43, H: 10.27%. Found: C: 73.45, H: 10.21%.

References:

?mit, Biljana M.;Pavlovi?, Radoslav Z. [Tetrahedron,2015,vol. 71,# 7,p. 1101 - 1108]

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