898755-52-7

Usage

InChI:InChI=1/C17H18O/c1-13-8-9-15(12-14(13)2)10-11-17(18)16-6-4-3-5-7-16/h3-9,12H,10-11H2,1-2H3

Upstream product

• 98-85-1 1-Phenylethanol 
• 6966-10-5 3,4-dimethylbenzyl alcohol 
• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Method for synthesizing alpha-alkyl ketone

The invention discloses a method for synthesizing alpha-alkyl ketone, and especially includes the following steps of: in a reaction vessel, adding secondary alcohol, a transition metal catalyst, and a solvent tertiary amyl alcohol; and heating and refluxing a reaction mixture in an oil bath for several hours, cooling the mixture to a room temperature; then adding primary alcohol and alkali, heating and refluxing the reaction mixture for several hours, and then obtaining a target compound through column separation. The method for synthesizing the alpha-alkyl ketone starts from the primary alcohol and the secondary alcohol. With the participation of the transition metal catalyst, the alpha-alkyl ketone is generated through a serial secondary alcohol non-acceptor dehydrogenation oxidation reaction/alpha-alkylation reaction of ketone. The reaction shows three obvious advantages that 1) non-toxic alcohols are used as the starting materials; 2) only hydrogen and water are generated in the reaction without environmental hazards; 3) atomic economy is high in the reaction; and 4) only 0.1 equivalents of carbonate is needed for the reaction, and the reaction only takes 3-6 hours. Therefore, the reaction meets the requirements of green chemistry and has broad development prospects.

A method for synthesis of α-alkyl ketone

The invention discloses a method for synthesizing alpha-alkyl ketone. The method comprises the following steps: adding alkyne, [(IPr)AuCl], AgOTf, 1,4-dioxane and water in a reaction container, performing microwave reaction on a reaction mixture for 1h at 120 DEG C and cooling to room temperature; further adding [Cp*IrCl2]2, alkali and alcohol into the reaction mixture, performing microwave reaction on the reaction mixture for 2h at 130 DEG C and cooling to room temperature; filtering, performing rotary evaporation to remove a solvent, and then separating by a column to obtain a target compound. The method disclosed by the invention is started from chemical raw materials which are easy to obtain, namely alkyne, water and alcohol, alpha-alkyl ketone is obtained under the participation of gold and iridium catalysts, and the reaction only generates water as a byproduct. Therefore, the reaction is in line with the requirements of green chemistry and has broad development prospects.

Synthesis of a-Alkylated Ketones via Tandem Acceptorless Dehydrogenation/a-Alkylation from Secondary and Primary Alcohols Catalyzed by Metal-Ligand Bifunctional Iridium Complex [CpIr(2,2′-bpyO)(H2O)]

A new strategy for the synthesis of α-alkylated ketones via tandem acceptorless dehydrogenation/α-alkylation from secondary and primary alcohols was proposed and accomplished. In the presence of metal-ligand bifunctional iridium complex [CpIr(2,2′-bpyO)(H2O)], various desirable products were obtained in high yields. Compared with previous methods for the direct dehydrogenative coupling of secondary alcohols with primary alcohols to α-alkylated ketones, this protocol has obvious advantages including complete selectivity for α-alkylated ketones and more environmentally benign conditions. Notably, the study also exhibited the potential to develop tandem reactions catalyzed using a metal-ligand bifunctional iridium complex.