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Usage

Uses

Used in Pharmaceutical Industry:
3-(Phenylmethylamino)-1-propanol is utilized as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Personal Care Products:
In the personal care industry, 3-(Phenylmethylamino)-1-propanol is employed as a building block for the creation of complex molecules used in the formulation of cosmetics, fragrances, and other personal care products, enhancing their performance and efficacy.
Used in Organic Synthesis:
3-(Phenylmethylamino)-1-propanol is used as a precursor in organic synthesis for the production of a wide range of organic compounds. Its reactivity and functional groups make it a valuable component in the synthesis of various chemical entities, contributing to the advancement of chemical research and development.

Upstream product

• 20907-32-8 sodium allyloxide 
• 107-18-6 allyl alcohol 
• 100-61-8 N-methylaniline 
• 56535-86-5 3-phenyl-1,3-oxazinan-2-one 
• 6628-07-5 N-allyl-N-methylaniline 
• 627-30-5 1-chloro-3-hydroxypropane 
• 104925-71-5 [3-(Diethoxy-methyl-silanyl)-propyl]-methyl-phenyl-amine 
• 503-30-0 trimethylene oxide 

Downstream Products

• 146285-54-3 4'-{(3-hydroxypropyl)(methyl)amino}-4-nitroazobenzene 
• 252967-02-5 N-Methyl-N-{(p-formylphenoxy)-1-propyl}aniline 
• 252967-01-4 N-Methyl-N-{(o-formylphenoxy)-1-propyl}aniline 
• 75-07-0 acetaldehyde 
• 121-69-7 N,N-dimethyl-aniline 
• 186493-53-8 N-Methyl,N-{(3-bromo)-1-propyl}aniline 

Relevant academic research and scientific papers

Manganese-Catalyzed Anti-Markovnikov Hydroamination of Allyl Alcohols via Hydrogen-Borrowing Catalysis

Controlling the selectivity in a hydroamination reaction is an extremely challenging yet highly desirable task for the diversification of amines. In this article, a selective formal anti-Markovnikov hydroamination of allyl alcohols is presented. It enables the versatile synthesis of valuable γ-amino alcohol building blocks. A phosphine-free Earth's abundant manganese(I) complex catalyzed the reaction under hydrogen-borrowing conditions. A vast range of aliphatic, aromatic amines, drug molecules, and natural product derivatives underwent successful hydroamination with primary and secondary allylic alcohols with excellent functional group tolerance (57 examples). The catalysis could be performed on a gram scale and has been applied for the synthesis of drug molecules. The mechanistic studies revealed the metal-ligand bifunctionality as well as hemilability of the ligand backbone as the key design principle for the success of this catalysis.

Catalytic Formal Hydroamination of Allylic Alcohols Using Manganese PNP-Pincer Complexes

Several manganese-PNP pincer catalysts for the formal hydroamination of allylic alcohols are presented. The resulting γ-amino alcohols are selectively obtained in high yields applying Mn-1 in a tandem process under mild conditions. (Figure presented.).

Iron-Catalyzed Anti-Markovnikov Hydroamination and Hydroamidation of Allylic Alcohols

Hydroamination allows for the direct access to synthetically important amines. Controlling the selectivity of the reaction with efficient, widely applicable, and economic catalysts remains challenging, however. This paper reports an iron-catalyzed formal anti-Markovnikov hydroamination and hydroamidation of allylic alcohols, which yields γ-amino and γ-amido alcohols, respectively. Homoallylic alcohol is also feasible. The catalytic system, consisting of a pincer Fe-PNP complex (1-4 mol %), a weak base, and a nonpolar solvent, features exclusive anti-Markovnikov selectivity, broad substrate scope (>70 examples), and good functional group tolerance. The reaction could be performed at gram scale and applied to the synthesis of drug molecules and heterocyclic compounds. When chiral substrates are used, the stereochemistry and enantiomeric excess are retained. Further application of the chemistry is seen in the functionalization of amino acids, natural products, and existing drugs. Mechanistic studies suggest that the reaction proceeds via two cooperating catalytic cycles, with the iron complex catalyzing a dehydrogenation/hydrogenation process while the amine substrate acts as an organocatalyst for the Michael addition step.

Catalytic asymmetric hydroboration of heterofunctional allylic substrates: an efficient heterogenized version

The hydroboration of heterofunctional allylic systems with catecholborane (HBcat) using neutral and cationic rhodium complexes modified with P-P and P-N bidentate chiral ligands has been described in order to produce the secondary heteroorganoboronate ester as a major product with moderate enantioselectivity. The immobilization of cationic chiral rhodium complexes onto clays has beneficial effects on the recyclability and reuse of the catalytic system in particular for the hydroboration of allyl aryl sulfones.

Gas-phase pyrolytic reaction of 3-anilino-1-propanol derivatives: kinetic and mechanistic study

3-Anilino-1-propanol derivatives 4a-c, 5a-c, 6a-c containing primary, secondary, and tertiary alcohols and PhNH, PhNMe, and (Ph)2N were prepared and subjected to gas-phase pyrolysis in a static reaction system. The pyrolytic reactions were homogeneous and followed a first-order rate equation. Reactions took place by retro-ene process, with the exception of compounds 5a and 5b. Analysis of the pyrolysate showed the products to be N-substituted aniline and carbonyl compounds. The kinetic results and product analysis of each of the nine investigated 3-amino alcohols are rationalized in terms of a plausible transition state for the elimination pathway.

Synthesis and characterization of a series of azobenzene-containing side-chain liquid crystalline polymers

A series of poly{4′-{(X-methacryloyloxyalkylene)methylamino}-4-nitroazobenzene} (pXMAN, where X is the number of methylene units and varies from 2 to 12) polymers with liquid crystalline (LC) properties was synthesized. When annealed above their Tg values, the whole series of polymers exhibits a stable smectic A mesophase while only the material with the shorter spacer, p2MAN, presents a smectic phase followed by a nematic phase. The spacing of the smectic layers was determined by X-ray diffraction, revealing intermolecular reorganization by interdigitation of the side-chain mesogens since the smectic layer spacing was larger than a fully extended side chain but less than two extended chains. This behavior is confirmed by temperature dependent aggregation as observed by UV-visible spectroscopy during the transition from an amorphous state to a liquid crystalline phase. The stability of the mesophase is enhanced by intermolecular interactions as argued by enthalpic and thermochromic considerations. Systematic photoinduced birefringence measurements on the various states reveal that the maximum and remnant levels of birefringence decrease with increasing the spacer length and with decreasing the glass transition temperature of the considered liquid crystalline polymer.

Aminolysis of Oxetanes: Quite Efficient Catalysis by Lanthanide(III) Trifluoromethansulfonates

Ln(III)trifluoromethansulfonates in CH2Cl2 efficiently catalyze the aminolysis of trimethylene oxide, 2-octyl-, and 2-phenyloxetane, at r.t., to give the corresponding γ-amino alcohols in very good yields.

Mild LIBF4-Promoted Aminolysis of Oxetanes

LiBF4 in acetonitrile efficiently catalyzes the aminolysis of trimethylene oxide and 2-octyl oxetane under mild conditions (r.t. or 80 deg C) to give the corresponding γ-amino alcohols in very good yields.

OXIDATIVE CLEAVAGE OF SILICON-CARBON BOND WITH TRIMETHYLAMINE-N-OXIDE. NEW ACCESS TO PRIMARY ALCOHOLS AND ALDEHYDES FROM TERMINAL ALKENES AND ALKYNES

Oxidative cleavage of carbon-silicon bond of organosilanes with trimethylamine-N-oxide is achieved under mild conditions.The reaction occurs chemoselectively irrespective of the presence of amino and thio groups to give formally anti-Markovnikov hydration product of 1-alkenes and 1-alkynes via hydrosilylation.