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The desired product, benzoic acid (3), is obtained by the following work-up: [2] Synthesis of benzoic acid with work-up step in red. The reaction mixture containing the Grignard reagent is allowed to warm to room temperature in a water bath to allow excess dry ice to evaporate.
The mechanism of the reaction involves two steps. The first step is a nucleophilic addition to the nitrile with the aid of a polarizing Lewis acid, forming an imine, which is later hydrolyzed during the aqueous workup to yield the final aryl ketone. Hoesch reaction mechanism
The McMurry reaction of benzophenone. The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent.
In the cited example the Lewis acid TiCl 4 is used. First, the Lewis acid activates the aldehyde component followed by carbon-carbon bond formation between the enol silane and the activated aldehyde. With the loss of a chlorosilane the compound 1 is built. The desired product, a racemate of 2 and 3, is obtained by aqueous work-up. [3]
4 HCrO 4 − + 3 RCH 2 OH + 16 H + + 11 H 2 O → 4 [Cr(H 2 O) 6] 3+ + 3 RCOOH. The inorganic products are green, characteristic of chromium(III) aquo complexes. [2] Like many other oxidations of alcohols by metal oxides, the reaction proceeds via the formation of a mixed chromate ester: [3] [4] These esters have the formula CrO 3 (OCH 2 R) −
Acid–base extraction is a subclass of liquid–liquid extractions and involves the separation of chemical species from other acidic or basic compounds. [1] It is typically performed during the work-up step following a chemical synthesis to purify crude compounds [2] and results in the product being largely free of acidic or basic impurities.
In this example, the second reactive group (amine/acid) in each of the starting materials bears a protecting group. In organic chemistry , peptide synthesis is the production of peptides , compounds where multiple amino acids are linked via amide bonds, also known as peptide bonds .
For example, nonylmagnesium bromide reacts with methyl p-chlorobenzoate to give p-nonylbenzoic acid, in the presence of Tris(acetylacetonato)iron(III) (Fe(acac) 3), after workup with NaOH to hydrolyze the ester, shown as follows. Without the Fe(acac) 3, the Grignard reagent would attack the ester group over the aryl halide. [21]