99930-75-3

Upstream product

• 14629-60-8 trimethyl(3-phenylpropoxy)silane 
• 98-86-2 acetophenone 
• 122-97-4 3-Phenyl-1-propanol 
• 104330-36-1 p-methoxybenzyl 3-phenylpropyl ether 
• 585-71-7 (1-bromoethyl)benzne 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 122-72-5 3-phenylpropyl acetate 

Relevant academic research and scientific papers

Visible-light-promoted conversion of alkyl benzyl ether to alkyl ester or alcohol via O-α-sp3 C-H cleavage

A mild and high-yielding visible-light-promoted conversion of alkyl benzyl ethers to the alkyl esters or alkyl alcohols was developed. Mechanistic studies provided evidence for a radical chain reaction involving the homolytic cleavage of O-α-sp3 C-H bonds in the substrate as one of the propagation steps. We propose that α-bromoethers are key intermediates in the transformation.

Organohalide-catalyzed dehydrative O-alkylation between alcohols: A facile etherification method for aliphatic ether synthesis

Organohalides are found to be effective catalysts for dehydrative O-alkylation reactions between alcohols, providing selective, practical, green, and easily scalable homo- and cross-etherification methods for the preparation of useful symmetrical and unsymmetrical aliphatic ethers from the readily available alcohols. Mechanistic studies revealed that organohalides are regenerated as reactive intermediates and recycled to catalyze the reactions.

The efficiency of the metal catalysts in the nucleophilic substitution of alcohols is dependent on the nucleophile and not on the electrophile

In this study, we investigate the effect of the electrophiles and the nucleophiles for eight catalysts in the catalytic SN1 type substitution of alcohols with different degree of activation by sulfur-, carbon-, oxygen-, and nitrogen-centered nucleophiles. The catalysts do not show any general variance in efficiency or selectivity with respect to the alcohols and follow the trend of alcohol reactivity. However, when it comes to the nucleophile, the eight catalysts show general and specific variances in the efficiency and selectivity to perform the desired substitution. Interestingly, the selectivity of the alcohols to produce the desired substitution products was found to be independent of the electrophilicity of the generated carbocations but highly dependent on the ease of formation of the cation. Catalysts based on iron(III), bismuth(III), and gold(III) show higher conversions for S-, C-, and N-centered nucleophiles, and BiIII was the most efficient catalyst in all combinations. Catalysts based on rhenium(I) or rhenium(VII), palladium(II), and lanthanum(III) were the most efficient in performing the nucleophilic substitution on the various alcohols with the O-centered nucleophiles. These catalysts generate the symmetrical ether as a by-product from the reactions of S-, C-, and N-centered nucleophiles as well, resulting in lower chemoselectivity. Who's the boss? In a comprehensive study of catalytic S N1 type direct substitution of alcohols, the catalysts do not show any general variance in efficiency or selectivity with respect to the alcohols but are highly variable with respect to the nucleophiles. The reactivity of the alcohols is independent of the electrophilicity of the generated carbocations but highly dependent on the ease of formation of the cation.

Iron(III) chloride-catalyzed reductive etherification of carbonyl compounds with alcohols

A facile reductive etherification of carbonyl compounds can be performed by the reaction with alcohols and triethylsilane catalyzed by iron(III) chloride. The corresponding alkyl ethers are obtained in good to excellent yields under mild reaction conditions. Copyright

Bismuth trichloride catalyzed efficient reductive etherification of carbonyl compounds with alcohols: A novel method for preparation of symmetrical and unsymmetrical ethers

The reductive homocoupling of a carbonyl compound and heterocoupling of a carbonyl compound with a non-protected alcohol were both effected smoothly at room temperature with triethylsilane in the presence of a catalytic amount of bismuth trichloride to afford the corresponding ethers in good yields.

Electrogenerated Acid-Assisted Preparation of Ethers from Aldehydes and Ketones

Symmetrical and unsymmetrical ethers are prepared from carbonyl compounds and alkoxytrimethylsilanes in the presence of hydrosilane by using an electrogenerated acid catalyst.

A NOVEL METHOD FOR THE PREPARATION OF SYMMETRICAL AND UNSYMMETRICAL ETHERS. TRITYL PERCHLORATE PROMOTED REDUCTION OF CARBONYL COMPOUNDS WITH TRIETHYLSILANE

In the presence of a catalytic amount of trityl perchlorate, symmetrical ethers are prepared from aldehydes and triethylsilane, and unsymmetrical ethers are also obtained from carbonyl compounds, alkoxytrimethylsilanes and triethylsilane, in good yields, respectively.