32767-68-3

Usage

InChI:InChI=1/C9H18O2/c1-8(2)7-11-9-5-3-4-6-10-9/h8-9H,3-7H2,1-2H3

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 78-83-1 2-methyl-propan-1-ol 
• 6581-67-5 2-Isobutoxy-3,4-dihydro-2H-pyran 
• 78-94-4 methyl vinyl ketone 

Downstream Products

• 78-83-1 2-methyl-propan-1-ol 
• 142-68-7 TETRAHYDROPYRANE 

Relevant academic research and scientific papers

Anhydrous FePO4 as a cost-effective and recyclable catalyst for tetrahydropyranylation and tetrahydrofuranylation of alcohols and phenols

In this article, a mild and efficient protocol for the tetrahydropyranylation and tetrahydrofuranylation of various aliphatic and benzylic alcohols and phenols into their corresponding THP and THF ethers (with 3,4-dihydro- 2H-pyran, DHP and 2,3-dihydrofuran, DHF) has been developed using a catalytic amount of anhydrous FePO4 at room temperature and relatively short reaction times in good to excellent yields.

Solvent-free tetrahydropyranylation of alcohols catalyzed by amine methanesulfonates

A comparative study of tetrahydropyranylation of alcohols under various solvents or solvent-free conditions using different amine methanesulfonates as catalysts shows that tetrahydropyranyl ethers of alcohols are obtained under solvent-free conditions in good yields using catalytic amounts of triethylenediamine methanesulfonate, 1,6-hexanediamine methanesulfonate, diethylenetriamine methanesulfonate and pyridine methanesulfonate, respectively. The reaction occurs readily in short times at room temperature catalyzed by these catalysts, especially triethylenediamine methanesulfonate. Some of the major advantages of this procedure are that the catalysts are environmentally friendly, highly effective, and easy to prepare and handle. The reaction is also clean and needs no solvent, and the work-up is very simple.

Metal benzenesulfonates/acetic acid mixtures as novel catalytic systems: Application to the protection of a hydroxyl group

A surprising synergistic effect has been discovered in mixtures of metal benzenesulfonates (Co, Al, Ni, Zn, Cd, Pr, La, Cu, Mn) and acetic acid, leading to active catalytic systems for the tetrahydropyranylation of alcohols and phenols to produce tetrahydropyranyl ethers. All reactions proceed mildly and efficiently with moderate to high yields at room temperature without solvent. After the reaction, the metal benzenesulfonate can be easily recovered and reused many times. The efficiency of these systems might result from the "double activation" by Bronsted and Lewis acid catalysis.

1,6-Hexanediamine methanesulfonate: A mild and efficient catalyst for the tetrahydropyranylation of alcohols under solvent-free conditions

Various alcohols react with 3,4-dihydro-2 H-pyran under mild conditions using a catalytic amount of 1,6-hexanediamine methanesulfonate. It affords the corresponding tetrahydropyranyl ethers in good yields at a faster rate in the absence of solvent. Taylor & Francis Group, LLC.

Copper nitrate/acetic acid as an efficient synergistic catalytic system for the chemoselective tetrahydropyranylation of alcohols and phenols

Tetrahydropyranylation of alcohols and phenols was accomplished successfully using copper nitrate and acetic acid as a synergistic catalyst at room temperature under solvent-free condition. Compared with other synergistic catalytic systems, copper nitrate/acetic acid proved to be the most efficient. Both alcohols (primary, secondary, tertiary, benzylic, cyclic, allyl, cinnamyl, and furyl) and phenols reacted smoothly in high yields. Graphical abstract: [Figure not available: see fulltext.]

Copper p-toluenesulfonate/acetic acid: A recyclable synergistic catalytic system for the tetrahydropyranylation of alcohols and phenols

Copper p-toluenesulfonate/acetic acid was found to be an efficient, chemoselective synergistic catalytic system, with catalyst loading as low as 0.3 mol% leading to clean, high-yielding tetrahydropyranylation of a variety of alcohols and phenols. By simple phase-separation, copper p-toluenesulfonate can be easily recovered and reused for several times without deterioration in catalytic activity.

Tetrahydropyranylation of alcohols and phenols using the synergistic catalyst system, copper(II) chloride-acetic acid

Copper(II) chloride-acetic acid was found to be an efficient synergistic catalytic system for the tetraphydropyranylation of various alcohols and phenols in high yields at room temperature in short reaction times. Springer-Verlag 2007.

PRODUCTION PROCESS OF TETRAHYDROPYRAN COMPOUND AND TETRAHYDROPYRAN COMPOUND PRODUCED BY THE PRODUCTION PROCESS

The invention provides a production process of a tetrahydropyran compound, characterized by allowing 3,4-dihydro-2-alkoxy-2H-pyran compound or tetrahydro-2-alkoxy-2H-pyran compound which can be easily prepared through reaction between acrolein and alkylvinylether, with hydrogen in the presence of a catalyst containing an element of Groups VIII to X under acidic condition. The production process of the invention is useful for production of Grignard reaction solvent or polymer solvent and intermediate of organic compound.

Efficient role of ionic liquid (bmim)HSO4 as novel catalyst for monotetrahydropyranylation of diols and tetrahydropyranylation of alcohols

A simple procedure for the monotetrahydropyranylation of diols and alcohols, in excellent to moderate yields, has been reported using a catalytic amount of the acidic ionic liquid, 1-butyl-3-methylimidazolium hydrogensulphate (bmim)HSO4 under microwave and ultrasonic irradiation. Results have been compared with those obtained by reactions in the absence of these energies, and effectiveness of the recycled ionic liquid has also been studied. Copyright Taylor & Francis Group, LLC.

Bronsted acidic ionic liquids: Fast, mild, and efficient catalysts for solvent-free tetrahydropyranylation of alcohols

Bronsted acidic ionic liquids as efficient and reusable catalysts for the protection of alcohols as tetrahydropyranyl (THP) ethers under solvent-free conditions at room temperature was investigated. Good to excellent yields were obtained at a faster rate over [BMIm][HSO4] or [BMIm][H2PO4]. Copyright Taylor & Francis, Inc.