701-47-3

Usage

Uses

Used in Pharmaceutical Industry:
Alpha-Ethyl-p-fluorobenzyl alcohol is used as an intermediate in the synthesis of various pharmaceuticals for its potential cholesterol-lowering properties and its mild sedative and anticonvulsant effects.
Used in Fragrance Industry:
Alpha-Ethyl-p-fluorobenzyl alcohol is used as a fragrance ingredient in perfumes and personal care products due to its sweet, floral odor.
Used in Chemical Synthesis:
Alpha-Ethyl-p-fluorobenzyl alcohol is used as a starting material in the synthesis of various organic compounds, taking advantage of its reactivity and stability under normal conditions.

InChI:InChI=1/C9H11FO/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6,9,11H,2H2,1H3

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 557-20-0 diethylzinc 
• 5724-03-8 1-(4-fluorophenyl)allyl alcohol 
• 124980-95-6 (E)-3-(4-fluorophenyl)-2-propen-1-ol 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 75175-77-8 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 
• 123-38-6 propionaldehyde 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 31736-68-2 2-(4'-fluorophenyl)oxetane 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 74-96-4 ethyl bromide 
• 24393-50-8 ethyl 4-fluorocinnamate 

Downstream Products

• 699-01-4 1-fluoro-4-(prop-1-en-1-yl)benzene 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 787-68-8 Bernsteinsaeure-mono-<1-(4-fluor-phenyl)-propylester> 
• 889-26-9 1-(4-phenoxyphenyl)propan-1-one 
• 166371-89-7 (R)-1-(4-fluorophenyl)-1-propanol 
• 1372174-51-0 methyl 4-((4-chloro-N-(1-(4-fluorophenyl)propyl)phenylsulfonamido)methyl)benzoate 
• 56004-96-7 4-fluorophenylpropyl bromide 
• 1345412-59-0 (R)-1-(4-fluorophenyl)propyl diphenylacetate 
• 166371-89-7 (S)-1-(4-fluorophenyl)propanol 

Relevant academic research and scientific papers

Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)?H Bonds

The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp2)?H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp2)?H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp2)?H bond and the involvement of alkyl radical species under the reaction conditions.

Homoleptic cobalt(II) phenoxyimine complexes for hydrosilylation of aldehydes and ketones without base activation of cobalt(II)

Air-stable, easy to prepare, homoleptic cobalt(II) complexes bearing pendant-modified phenoxyimine ligands were synthesized and determined. The complexes exhibited high catalytic performance for reducing aldehydes and ketones via catalytic hydrosilylation, where a hydrosilane and a catalytic amount of the cobalt(II) complex were added under base-free conditions. The reaction proceeded even in the presence of excess water, and excellent functional-group tolerance was observed. Subsequent hydrolysis gave the alcohol in high yields. Moreover, H2O had a critical role in activation of the Co(II) catalyst with hydrosilane. Several additional results also indicated that the cobalt(II) center acts as an active catalyst in the hydrosilylation of aldehydes and ketones.

Efficient Transfer Hydrogenation of Ketones using Methanol as Liquid Organic Hydrogen Carrier

Herein, we demonstrate an efficient protocol for transfer hydrogenation of ketones using methanol as practical and useful liquid organic hydrogen carrier (LOHC) under Ir(III) catalysis. Various ketones, including electron-rich/electron-poor aromatic ketones, heteroaromatic and aliphatic ketones, have been efficiently reduced into their corresponding alcohols. Chemoselective reduction of ketones was established in the presence of various other reducible functional groups under mild conditions.

Potassium Fluoride-Catalyzed Hydroboration of Aldehydes and Ketones: Facile Reduction to Primary and Secondary Alcohols

A catalytic hydroboration of various ketones and aldehydes can be achieved in the presence of inexpensive and commercially available inorganic salts containing fluoride anion. As a result, the reduction of carbonyl moieties to the corresponding primary and secondary alcohols can be achieved at room temperature under mild conditions.

COMPOUNDS, COMPOSITIONS, AND METHODS OF USE

Described herein are compounds that act as CYP46A1 inhibitors, compositions comprising these compounds, and methods of their use into treating neurodegenerative diseases and the like, or a pharmaceutically active salt thereof. The present invention relates to compounds represented by the formula wherein each symbol is as defined in the specification, or a pharmaceutically active salt thereof.

Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation

A magnesium-catalyzed regiodivergent C-O bond cleavage protocol is presented. Readily available magnesium catalysts achieve the selective hydroboration of a wide range of epoxides and oxetanes yielding secondary and tertiary alcohols in excellent yields and regioselectivities. Experimental mechanistic investigations and DFT calculations provide insight into the unexpected regiodivergence and explain the different mechanisms of the C-O bond activation and product formation.

Lithium triethylborohydride as catalyst for solvent-free hydroboration of aldehydes and ketones

Commercially available and inexpensive lithium triethylborohydride (LiHBEt3) acts as efficient catalyst for the solvent-free hydroboration of a wide range of aldehydes and ketones, which were subsequently transformed to corresponding 1° and 2° alcohols in one-pot procedure at room temperature (rt).

Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates

Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.

Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts

Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.

Pure phosphotriesters as versatile ligands in transition metal catalysis: efficient hydrosilylation of ketones and diethylzinc addition to aldehydes

This work aims to highlight the underrated role played by pure phosphotriester (or phosphate) ligands in catalysis, when compared to other phosphorus-containing donors such as phosphane oxides or phosphites. To probe this and to enlarge the very narrow catalytic scope of these Lewis bases, easily accessible mono- and bidentate phosphotriesters were tested as donors in two important transition metal-based catalytic transformations: the zinc-catalyzed hydrosilylation of ketones and the titanium-promoted diethylzinc addition to aldehydes. In both cases, the reactions were successful and the corresponding alcohols were obtained in high yields.