ChemicalBook CAS DataBase List Benzalacetone

Benzalacetone synthesis

13synthesis methods

Product Name:Benzalacetone
CAS Number:122-57-6
Molecular formula:C10H10O
Molecular Weight:146.19

By condensing benzaldehyde and acetone in the presence of an alkaline condensing agent.

1,3-Dithiane, 2-methyl-2-(2-phenylethenyl)-

29833-94-1
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122-57-6
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Yield:122-57-6 98%

Reaction Conditions:

with dihydrogen peroxide;niobium pentachloride;sodium iodide in water;ethyl acetate at 20; for 0.25 h;

Steps:

6.3. General procedure for the deprotection of dithioacetals catalyzed by NaI-NbCl₅

General procedure: A mixture of 1 (1.0 mmol), niobium chloride (5.4 mg, 0.02 mmol), sodium iodide (15.0 mg, 0.10 mmol), and 30% hydrogen peroxide (0.46 ml, 4.0 mmol) in ethyl acetate (6 ml) and water (6 ml) was stirred at room temperature. The reaction was monitored by thin layer chromatography (TLC). After 1 disappeared on TLC, saturated aqueous sodium thiosulfate (4 ml), and saturated aqueous sodium bicarbonate (4 ml) were added to the reaction mixture. The organic layer was separated and the aqueous phase was extracted with ethyl acetate (25 ml×3). The combined organic phase was washed with brine, dried over anhydrous sodium sulfate, and evaporated. Chromatography on silica gel gave a pure product.

References:

Kirihara, Masayuki;Noguchi, Takuya;Okajima, Nobuhiro;Naito, Sayuri;Ishizuka, Yuki;Harano, Aiko;Tsukiji, Hiroyuki;Takizawa, Ryu [Tetrahedron,2012,vol. 68,# 5,p. 1515 - 1520] Location in patent:experimental part