18483-88-0

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 612-25-9 2-Nitrobenzyl alcohol 

Downstream Products

• 552-89-6 2-nitro-benzaldehyde 
• 3284-77-3 1-(dichloromethyl)-2-nitrobenzene 
• 612-25-9 2-Nitrobenzyl alcohol 
• 110786-18-0 2-nitrobenzyl benzoate 
• 77376-01-3 acetic acid 2-nitro-benzyl ester 

Relevant academic research and scientific papers

Tetrahydropyranylation of alcohols in the presence of a slightly basic, heterogeneous titanium catalyst

4 ? molecular sieve modified with titanium (IV) is an efficient heterogeneous catalyst for the tetrahydropyranylation of alcohols under mild, slightly basic reaction conditions. The catalyst can be reused with good yield after a simple treatment with dichloromethane.

P4VPy–CuO nanoparticles as a novel and reusable catalyst: application at the protection of alcohols, phenols and amines

P4VPy–CuO nanoparticles were synthesized using ultrasound irradiations. Relevant properties of the synthesized nanoparticles were investigated by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and Fourier transform infrared spectroscopy. After identification, the prepared reagent was used for the promotion of different types of protection reactions of alcohols, phenols and amines. Easy workup, short reaction times, excellent yields, relatively low cost and reusability of the catalyst are the striking features of the reported methods.

Selective tetrahydropyranylation of alcohols and phenols using titanium(IV) salophen trifluoromethanesulfonate as an efficient catalyst

Titanium(IV) salophen trifluoromethanesulfonate, [TiIV(salophen)(OSO2CF3)2], as a catalyst enables selective tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran. Using this catalytic system, primary, secondary and tertiary alcohols, as well as phenols, were converted to their corresponding tetrahydropyranyl ethers in high yields and short reaction times at room temperature. Investigation of the chemoselectivity of this method showed discrimination between the activity of primary alcohols in the presence of secondary and tertiary alcohols and phenols. This heterogenized catalyst could be reused several times without loss of its catalytic activity. Copyright

Introduction of a New Ionic Liquid Catalyst for the Trimethylsilyl and Tetrahydropyranyl Protection of Alcohols

1,1'-Disulfo-[2,2'-bipyridine]-1,1'-hydrogen sulfate, BiPy(SO3H)2(HSO4)2, is prepared and identified as a new ionic liquid. This reagent was used for the promotion of the chemoselective trimethylsilyl and tetrahydropyranyl protection of alcohols. All reactions were performed under mild reaction conditions in high to excellent yields. Ease of the preparation of the heterogeneous catalyst, simplicity and easy work-up procedure, high reaction rates, and recyclability and reusability of the catalyst are the main advantages of this method.

Polystyrene-supported GaCl3: A new, highly efficient and recyclable heterogeneous Lewis acid catalyst for tetrahydropyranylation of alcohols and phenols

A new, simple and highly chemoselective method for tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) in the presence of polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid catalyst at room temperature is presented.

Silica triflate as a new, mild and efficient catalyst for tetrahydropyranylation of alcohols and deprotection of tetrahydropyranyl ethers

Silica triflate, a new stable derivative of silica gel, is easily prepared by the reaction of silica gel with trifluoromethanesulfonyl chloride. Silica triflate acts as a highly effective and reusable catalyst for tetrahydropyranylation of alcohols and deprotection of tetrahydropyranyl ethers under mild and completely heterogeneous reaction conditions.

Efficient trimethylsilylation and tetrahydropyranylation of alcohols in the presence of 1,3-dibromo-5,5-dimethylhydantoin

Chemoselective trimethylsilylation and tetrahydropyranylation of benzylic and primary and secondary aliphatic alcohols proceed efficiently in the presence of 1,3-dibromo-5,5-dimethylhydantoin (DBH) under mild and completely heterogeneous reaction conditio

Efficient and convenient procedure for protection of hydroxyl groups to the THP, THF and TMS ethers and oxidation of these ethers to their aldehydes or ketones in [BPy]FeCl4 as a low cost room temperature ionic liquid

Alcohols were converted to the corresponding THP, THF or TMS ethers in high to excellent yields in 1-n-butylpyridinium chloroferrate media as a stable and low cost room temperature ionic liquid. In addition, oxidation of these ethers to their aldehydes or ketones without any overoxidation reactions in this ionic liquid was also performed.

Simple and facile tetrahydropyranylation of alcohols by use of catalytic amounts of benzyltriphenylphosphonium tribromide

An efficient and mild system for protection of a variety of alcohols with 3,4-dihydro-2H-pyran (DHP) in the presence of catalytic amounts of benzyltriphenyl-phosphonium tribromide (BTPTB) (1) gives the corresponding tetrahydropyan ethers (ROTHP) in dichloromethane. The experimental procedure is simple, and the products are straightforwardly isolated in high to excellent yields. Copyright Taylor & Francis, Inc.

Tetrabutylammonium tribromide (TBATB)-promoted tetrahydropyranylation/depyranylation of alcohols

Alcohols are tetrahydropyranylated rapidly in high yields in the presence of a catalytic amount of TBATB in dichloromethane at room temperature. Depyranylation to their parent alcohol is achieved in quantitative yields by merely changing the solvent to methanol.