4432-34-2

Usage

Uses

Used in Pharmaceutical Industry:
2-MORPHOLINO-1-PHENYLETHANOL is used as a chiral building block for the synthesis of various pharmaceuticals, leveraging its ability to influence the stereochemistry of target molecules. This application is crucial for developing drugs with enhanced efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical sector, 2-MORPHOLINO-1-PHENYLETHANOL is utilized as a precursor in the development of chiral pesticides and other agrochemicals. Its role in creating enantiomerically pure compounds ensures targeted effects on pests while minimizing environmental impact.
Used in Fragrance Industry:
2-MORPHOLINO-1-PHENYLETHANOL is employed as an intermediate in the fragrance industry for the production of enantiomerically pure fragrances and flavorings. 2-MORPHOLINO-1-PHENYLETHANOL's chiral nature allows for the creation of scents with distinct olfactory properties, catering to the nuances of olfactory perception.
Used in Organic Synthesis:
As a reagent in organic synthesis, 2-MORPHOLINO-1-PHENYLETHANOL is used for the preparation of a wide range of organic compounds. Its versatility in forming various chemical bonds and its compatibility with numerous reaction conditions make it an indispensable tool in the synthesis of complex organic molecules.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
2-MORPHOLINO-1-PHENYLETHANOL is used as a chiral auxiliary to induce asymmetry in chemical reactions, enabling the selective formation of enantiomers. This application is vital for producing optically active compounds with specific biological activities and properties.

InChI:InChI=1/C12H17NO2/c14-12(11-4-2-1-3-5-11)10-13-6-8-15-9-7-13/h1-5,12,14H,6-10H2/t12-/m1/s1

Upstream product

• 110-91-8 morpholine 
• 96-09-3 styrene oxide 
• 64-17-5 ethanol 
• 66502-26-9 2-morpholino-1-phenyl-ethanone; hydrochloride 
• 779-53-3 4-morpholinylacetophenone 
• 70-11-1 α-bromoacetophenone 
• 93-56-1 phenylethane 1,2-diol 
• 100-42-5 styrene 
• 5765-65-1 4-(benzoyloxy)morpholine 

Downstream Products

• 131-36-2 2-naphthalen-1-yl-propionic acid 2-morpholin-4-yl-1-phenyl-ethyl ester 
• 130-32-5 2-naphthalen-1-yl-butyric acid 2-morpholin-4-yl-1-phenyl-ethyl ester 
• 102424-38-4 4-(2-phenoxaborin-10-yloxy-2-phenyl-ethyl)-morpholine 
• 6962-38-5 1-Phenyl-2-morpholino-ethanol-(1)-methoiodid 
• 14746-42-0 N-(2-hydroxy-2-phenylethyl)morpholine N-oxide 
• 100141-00-2 4-(2-bromo-2-phenyl-ethyl)-morpholine 
• 65617-09-6 (S)-Methoxy-phenyl-acetic acid (S)-2-morpholin-4-yl-1-phenyl-ethyl ester 
• 65617-09-6 (S)-Methoxy-phenyl-acetic acid (R)-2-morpholin-4-yl-1-phenyl-ethyl ester 
• 110-91-8 morpholine 
• 100-52-7 benzaldehyde 
• 50-00-0 formaldehyd 
• 40116-78-7 (R)-2-morpholino-1-phenylethanol 
• 87837-32-9 (S)-2-(morpholin-1-yl)-1-phenylethanol 

Relevant academic research and scientific papers

Synthesis of phenylthioacetomorpholide: Effect of substrate on the Willgerodt-Kindler reaction

The effect of substrates on the Willgerodt-Kindler reaction was studied. The existence of acidic protons on these substrates accerelates the formation of thiomorpholide was found.

Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoy I hydroxy lamines

This paper reports a novel approach for the direct and facile synthesis of 1, 2-oxyamino moieties via an intermolecular copper-catalyzed oxyamination of olefins. This strategy utilizes O-benzoylhydroxylamines as an electrophilic amine source and carboxyli

Tb2(WO4)3@N-GQDs-FA as an efficient nanocatalyst for the efficient synthesis of β-aminoalcohols in aqueous solution

In the current study, Tb2(WO4)3@N-(GQDs) modified with folic acid (FA) was synthesized during the chemical reaction of terbium (III) tungstate nanoparticles with nitrogen doped graphene quantum dots (N-GQDs) and introduced

Highly regioselective ring-opening of epoxides with amines: A metal- A nd solvent-free protocol for the synthesis of β-amino alcohols

We herein report a metal- A nd solvent-free acetic acid-mediated ring-opening reaction of epoxides with amines. This process provides β-amino alcohols in high yields with excellent regioselectivity. Importantly, this epoxide ring-opening protocol can be used for the introduction of amines in natural products during late-stage transformations.

M-Type SrFe12O19Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

Magnetically separable strontium hexaferrite SrFe12O19 was prepared using the chemical coprecipitation method, and the nanostructured material was characterized by X-ray diffraction, scanning electron microscopy (SEM), energy-dispersive spectrometry (EDS), and BET analysis. The SEM images showed the homogeneity of the chemical composition of SrFe12O19 and uniform distribution of size and morphology. The pore size of the nanomaterial and its specific area were determined by BET measurements. Strontium hexaferrite SrFe12O19 exhibited a strong magnetic field, which is highly suitable in the heterogeneous catalysis as it can be efficiently separated from the reaction. The magnetic nanocatalyst showed high activity and environmentally benign heterogeneous catalysts for the epoxide ring-opening with amines affording β-amino alcohols under solvent-free conditions. When unsymmetrical epoxides were treated in the presence of aromatics amines, the regioselectivity was influenced by the electronic and steric factors. Total regioselectivity was observed for the reactions performed with aliphatic amines. The magnetically SrFe12O19 nanocatalyst showed excellent recyclability with continuously good catalytic activities after four cycles.

Ruthenium Catalyzed N-Alkylation of Cyclic Amines with Primary Alcohols

A robust alcohol amination protocol using common saturated amines and primary alcohols as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with

Terbium–organic framework as heterogeneous Lewis acid catalyst for β-aminoalcohol synthesis: Efficient, reusable and green catalytic method

A terbium–organic framework (Tb-MOF) was prepared using a previously reported procedure. Tb-MOF was characterized using Fourier transform infrared spectroscopy, scanning electron microscopy, powder X-ray diffraction and surface area analysis. Tb-MOF was e

Green Regio- and Enantioselective Aminolysis Catalyzed by Graphite and Graphene Oxide under Solvent-Free Conditions

The ring-opening reactions of epoxides with amines were efficiently and regioselectively catalyzed by high-surface-area graphite and graphene oxide under metal-free and solvent-free conditions. For epoxides without aryl groups, catalytic activity was observed only for graphene oxide, and hence, the activity must have been due to its acidic groups. For styrene oxide, instead, graphite and graphene oxide exhibited rather similar catalytic activities, and hence, the activity was mainly due to activation of the electrophilic epoxide by π-stacking interactions with the graphitic π system. The described aminolysis procedure is green and cheap because the catalyst can be recovered and recycled without loss of efficiency. Moreover, these heterogeneous catalysts exert high stereoselective control in the presence of nonracemic epoxides and provide chiral β-amino alcohols with enantiomeric excess values up to 99 %.

Greener aminolysis of epoxides on BiCl3/SiO2

The remarkable catalytic activity of BiCl3/SiO2 for the ring-opening of epoxides with aromatic and aliphatic amines under microwave and thermal heating was observed. This eco-friendly heterogeneous catalyst displayed high to excellent regioselectivity in the synthesis of β-amino alcohols under solvent-free conditions. High turnover frequency (TOF) values under microwave heating and excellent reusability of the catalyst may significantly contribute to applied chemistry.

Versatile iridicycle catalysts for highly efficient and chemoselective transfer hydrogenation of carbonyl compounds in water

Cyclometalated iridium complexes are shown to be highly efficient and chemoselective catalysts for the transfer hydrogenation of a wide range of carbonyl groups with formic acid in water. Examples include α-substituted ketones (α-ether, α-halo, α-hydroxy, α-amino, α-nitrile or α-ester), α-keto esters, β-keto esters and α,β-unsaturated aldehydes. The reduction was carried out at substrate/catalyst ratios of up to 50000 at pH 4.5 and required no organic solvent. The protocol provides a practical, easy and efficient way for the synthesis of β-functionalised secondary alcohols, such as β-hydroxyethers, β-hydroxyamines and β-hydroxyhalo compounds, which are valuable intermediates in pharmaceutical, fine chemical, perfume and agrochemical synthesis. Water wonder: Iridicycle catalysts are versatile and allow the highly efficient and chemoselective transfer hydrogenation of a variety of carbonyl compounds, including problematic and challenging ones, with formate in neat water (see scheme).