1048962-84-0

Basic information

• Product Name: (3S)-Tetrahydro-3-furanmethanamine
• Synonyms: (3s)-oxolan-3-ylmethanamine;(S)-(Tetrahydrofuran-3-yl)methanamine;(S)-Tetrahydrofuranmethanamine;(3S)-Tetrahydro-3-furanmethanamine;(S)-1-Tetrahydrofuran-3-y...;(S)-1-Tetrahydrofuran-3-ylMethanaMine
• CAS NO: 1048962-84-0
• Molecular Formula: C5H11NO
• Molecular Weight: 101.14694
• Mol File: 1048962-84-0.mol

Chemical Properties

• Boiling Point: 156.0±13.0 °C(Predicted)
• Appearance: /
• Density: 0.967
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.96±0.29(Predicted)
• CAS DataBase Reference: (3S)-Tetrahydro-3-furanmethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-Tetrahydro-3-furanmethanamine(1048962-84-0)
• EPA Substance Registry System: (3S)-Tetrahydro-3-furanmethanamine(1048962-84-0)

Safety Data

• Hazardous Substances Data: 1048962-84-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(3S)-Tetrahydro-3-furanmethanamine is used as a key intermediate for the synthesis of various pharmaceuticals, including antihistamines and antiarrhythmic drugs, due to its unique structural features that facilitate the development of these medications.
Used in Agrochemical Industry:
(3S)-Tetrahydro-3-furanmethanamine also serves as an intermediate in the production of agrochemicals, where its reactivity and structural attributes are leveraged to create effective compounds for agricultural applications.
Used in Flavors and Fragrances Industry:
(3S)-Tetrahydro-3-furanmethanamine is utilized as a component in the creation of flavors and fragrances, capitalizing on its ability to contribute to the complex scent profiles of various products.
Used in Epoxy Resin Industry:
As a curing agent for epoxy resins, (3S)-Tetrahydro-3-furanmethanamine plays a crucial role in the hardening and cross-linking processes of these resins, enhancing their performance in various industrial applications.
Used in Organic Synthesis:
In the realm of organic synthesis, (3S)-Tetrahydro-3-furanmethanamine is employed as a building block, enabling the construction of a wide array of heterocyclic compounds and other complex organic molecules.

Upstream product

• 165253-28-1 2-(tetrahydrofuran-3-ylmethyl)-isoindole-1,3-dione 
• 79710-87-5 N-[(oxolan-3-yl)methylidene]hydroxylamine 
• 18132-98-4 α-hydroxymethyl-γ-butyrolactone 
• 124391-75-9 3-tetrahydrofuranmethanol 
• 184849-49-8 (tetrahydrofuran-3-yl)methyl methanesulfonate 
• 4753-28-0 2-nitromethyl-1,4-diethyl succinate 
• 14631-44-8 3-cyanotetrahydrofuran 
• 165253-31-6 (tetrahydro-3-furanyl)methylamine 
• 4543-47-9 3-furylmethylamine 

Downstream Products

• 1375544-48-1 N-{4-[(tetrahydrofuran-3-ylmethyl)carbamoyl]phenyl}-1,3-dihydro-2H-isoindole-2-carboxamide 
• 288-13-1 NH-pyrazole 
• 165252-70-0 dinetofuran 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 66892-25-9 1-((tetrahydrofuran-2-yl)methyl)thiourea 

Relevant articles and documents

A novel and practical method for the synthesis of dinotefuran through Michael addition of nitromethane to diethyl maleate

A novel and practical synthesis of dinotefuran 1, featuring a new access to it from known key intermediate (tetrahydrofuran-3-yl)-methanamine 5, has been achieved through Michael addition reaction of nitromethane to diethyl maleate in 6 steps with 45.5% total yield. This synthesis is scalable and hence has high potential for application to further synthetic elaboration on such new neonicotinoid insecticide dinotefuran 1.

Preparation method of (3R)-tetrahydro-3-furanmethylamine

The invention discloses a preparation method of (3R)-tetrahydro-3-furanmethylamine, which comprises the following steps: dissolving racemic (+/-)-tetrahydro-3-furanmethylamine in a first organic solvent, adding a resolving agent, stirring the mixture, separating out a solid, and filtering the mixture to obtain salt; dissolving the salt in a second organic solvent for recrystallization to obtain purified salt; and dissolving the purified salt in a third organic solvent, adding alkali, then sequentially stirring, filtering, washing, dissolving the solution and filtering out insoluble substances, and concentrating the filtrate to be dry, thereby obtaining the (3R)-tetrahydro-3-furanmethylamine. The preparation method of the (3R)-tetrahydro-3-furanmethylamine, provided by the invention, is simple in process, easy in post-treatment, mild in condition, low in reaction cost, high in yield, good in purity and suitable for industrial production.

Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst

The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.

Lewis Acid Catalyzed Electrophilic Aminomethyloxygenative Cyclization of Alkynols with N, O-Aminals

Lewis acid enables the electrophilic carbooxygenative cyclization of alkynols with N,O-aminals. The new process proceeds efficiently under very mild conditions via a pathway that is opposite to classical carbo-metalation. These reactions exhibit broad substrate generality and functional group compatibility, leading to a wide variety of 5-8-membered oxacycles bearing diverse functional groups. The cyclization products can be elaborated via simple functional group transformations to generate synthetically useful oxacycles.

Synthesis method for 3-aminomethyl tetrahydrofuran

The invention provides a synthetic method for 3-aminomethyl tetrahydrofuran. A target product, namely the 3-aminomethyl tetrahydrofuran is prepared by taking 2,5-dihydrofuran as an initial raw material. In the whole synthesis process, the synthesis method has the advantages of green and environmentally-friendly used raw materials, mild and conveniently-controllable reaction conditions, safe production, low risk, simple process, high yield, and more applicability to industrial production.

The invention relates to a benzofuran as raw materials for the synthesis of 3 - amino methyl tetrahydrofuran (by machine translation)

The invention relates to a benzofuran as raw materials for the synthesis of 3 - amino methyl tetrahydrofuran, relates to the technical field of the synthesis intermediate for agricultural chemicals, to benzofuran as raw materials, obtained by the oxidation of the open loop 1, 4 - butene dialdehyde, and nitromethane by Michael addition, sodium borohydride reduction, dehydration cyclization and catalytic hydrogenation to five-step reaction to obtain 3 - amino methyl tetrahydrofuran. The present invention provides a benzofuran as raw materials for the synthesis of 3 - amino methyl tetrahydrofuran, the method cheap price of raw materials, synthetic route is short, low production cost, is suitable for mass production. (by machine translation)

3-aminomethyl tetrahydrofuran preparation method

The invention provides a 3-aminomethyl tetrahydrofuran preparation method, which comprises: carrying out a condensation reaction by using tetrahydrofuran-3-one and nitromethane as raw materials to obtain 3-nitromethylene tetrahydrofuran, and carrying out catalytic hydrogenation reduction to obtain 3-aminomethyl tetrahydrofuran. According to the invention, the method has advantages of cheap and easily available raw materials, good stability, low cost, simple preparation steps, safe and simple operation, easy reaction achieving, little wastewater generation, environmental protection, few side reactions, high reaction selectivity, good atom economy, high product purity and high yield, and is suitable for industrial production.

A tetrahydrofuran -3 - preparation of method (by machine translation)

The present invention provides a tetrahydrofuran - 3 - preparation of method, comprising the addition of raw materials, amination reaction, hydrogenation reaction. In order to tetrahydrofuran - 3 - formaldehyde as raw materials, water as a reaction solvent, in under the action of the supported bimetallic catalyst, and the liquid ammonia in the amination reaction, inject the hydrogen reduction reaction to obtain the tetrahydrofuran - 3 - methylamine, high purity 99.8%, yield up to 99.1%. The invention of the tetrahydrofuran - 3 - preparation of method, with high yield, less catalyst levels, the operation is simple, low cost, and is suitable for industrial production. (by machine translation)

Preparation method of 3-aminomethyl tetrahydrofuran

The invention relates to a preparation method of 3-aminomethyl tetrahydrofuran, and the preparation method comprises the following steps: cyclizing compound 1 cis-butenediol to obtain a compound 2, namely 2,5-dihydrofuran, then formylating the 2,5-dihydrofuran to obtain a compound 3, namely 3-formyl tetrahydrofuran, and finally performing reductive amination to obtain a compound 4, namely the 3-aminomethyl tetrahydrofuran. The preparation method has the advantages of simple production process, high utilization rate of materials, large production capacity, high selectivity, durability and highefficiency of catalysts in each step. The preparation method is simple in route and easy to scale up in industrialization.

Preparation method of 3-aminomethyltetrahydrofuran serving as dinotefuran intermediate

The invention relates to a preparation method of 3-aminomethyltetrahydrofuran serving as a dinotefuran intermediate. Specifically, the preparation method comprises the steps: firstly, carrying out a condensation reaction on cyanoacetate serving as a raw material and 1,2-dihaloethane to obtain 2-haloethyl-2-cyanoacetate serving as an intermediate; next, further carrying out reduction to obtain 2-haloethyl-2-cyanoethanol serving as an intermediate; then, cyclizing 2-haloethyl-2-cyanoethanol serving as the intermediate to obtain 3-cyanotetrahydrofuran serving as an intermediate; and finally, catalytically hydrogenating 3-cyanotetrahydrofuran to obtain 3-aminomethyltetrahydrofuran serving as the dinotefuran intermediate. The preparation method disclosed by the invention is available in raw material, simple in operation and relatively low in production cost so as to be suitable for industrialized mass production.