1133-79-5

Usage

Uses

Used in Pharmaceutical Industry:
6,7,8,9-tetrahydro-8-dibenzofuranol is used as a precursor in the synthesis of various medicines and drugs. Its unique structure and biological activity make it a valuable compound in the development of new pharmaceuticals.
Used in Fine Chemicals Production:
6,7,8,9-tetrahydro-8-dibenzofuranol is also utilized in the production of fine chemicals, contributing to the creation of high-quality specialty chemicals for various applications.
Used in Industrial Applications:
This versatile compound finds use in other industrial applications, showcasing its broad potential across different sectors.

InChI:InChI=1/C12H12O2/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h5-7,13H,1-4H2

Upstream product

• 7291-77-2 8-methoxy-2,3,4,5-tetrahydrocyclohexabenzo[b]furan 
• 108-94-1 cyclohexanone 
• 80576-52-9 2-(3,4-Dichloro-phenoxy)-tetrahydro-pyran 
• 106-51-4 p-benzoquinone 
• 5207-24-9 5a-morpholin-4-yl-5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-ol 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 36404-30-5 3,4-dichloroanisole 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 

Downstream Products

• 1361314-57-9 N-phenyl-benzofuro[2,3-c]benzofuro[3,2-g]carbazole 
• 94769-46-7 1-Cyclohexylamino-3-(6,7,8,9-tetrahydro-dibenzofuran-2-yloxy)-propan-2-ol 

Relevant academic research and scientific papers

Three-Step One-Pot Process of 3-Methyl-5-Benzofuranol from Amine, Aldehydes, and p-Benzoquinone

3-Methyl-5-benzofuranol was prepared by a one-pot process from morpholine, propionaldehyde, and p-benzoquinone in 85-87% isolated yields. Avoiding the tedious multistep isolation and purification operations, this practical and efficient process dramatically enhanced the production efficiency as well as reduced the amount of chemical wastes of reaction. The scale-up results showed that the performance was maintained, suggesting potential large-scale applications. Furthermore, the synthesis strategy showed high efficiency for a wide range of aliphatic aldehydes and ketone derivatives.

A convenient route towards novel H8-1,1'-bis-(dibenzofuran-2-ol) derivatives and evaluation of their use as chiral auxiliaries

A novel bidentate ligand, H8-BIFOL, was successfully prepared and resolved starting from readily available reagents. The reactivity and selectivity was evaluated in the alkynylation of benzaldehyde, resulting in ee's up to 56%.

Synthesis method of NHTD

The invention belongs to the field of medicines, and discloses a synthesis method of NHTD. The synthesis method comprises: (1) carrying out a reaction on a compound I and a compound II to synthesize acompound III; (2) under the condition that zinc halide serves as a catalyst, carrying out a substitution reaction on the compound III and tert-butyl chloride to prepare a compound IV; (3) under the action of an alkali, reacting the compound IV with chloromethyl methyl ether to prepare a compound V; (4) reacting the compound V with n-butyllithium and dimethylformamide to prepare a compound VI; (5)reacting the compound VI under an acidic condition to generate a compound VII; and (6) condensing the compound VII and the compound VIII to obtain a compound IX, namely NHTD. The synthesis method hasthe advantages of cheap and easily available raw materials, mild reaction conditions, short reaction route, high synthesis yield and low environmental pollution, and is suitable for industrial production.

Synthesis of Benzofurans from Ketones and 1,4-Benzoquinones

Benzofuran derivatives can be synthesized through the sequential Michael addition and cyclization of 1,3-dicarbonyl compounds with 1,4-benzoquinones. However, ketones are rarely used in this reaction because of their low nucleophilicities. In this study, this problem was solved by utilizing triethyl orthoformate, which enabled the formation of a vinyl ethyl ether as an additive. As a result, the nucleophilicity of ketones increased. Many important 5-hydroxybenzofuran derivatives, which were not readily available by synthesis in the past, were also prepared via these newly established reactions. (Figure presented.) .

Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues

We recently reported that 3,3-dimethyl-3H-benzofuro[3,2,f][1]-benzopyran and its hydrogenated analogue are selective in vitro inhibitors of mycobacterial growth. However, their lack of in vivo activity on a murine model of Mycobacterium tuberculosis infec

Chemoselectivity in the Michael Addition of Silyl Enol Ethers in Lithium Perchlorate-Diethyl Ether Medium. Evidence for Facile Silyl Group Transfer to Michael Acceptors

The silyl enol ethers from cyclohexanone and cyclopentanone underwent efficient 1,4-addition to β-nitro- and β,β-dicyanostyrenes in 5 M lithium perchlorate/diethyl ether (LPDE) at ambient temperature to give the corresponding Michael adducts in good yield

Synthesis of 1,2,3,3a,4,5,6,7-Octahydro-9-hydroxypyrazinocycloheptindole Derivatives

The cycloheptindolones 3a and b are synthesized and transformed into the title compounds 6a,b,c.Methylation of 3a yields the free carboxylic acid 7 which reacts with acetic anhydride to yield the enol lactone 8.Treatment of 8 with methylamine gives the open-chain amide 9.

Aryne and SNAr Reactions of Polyhalogenobenzenes. 6. Synthesis of Benzofurans

The scope and limitations of the one-pot synthesis of benzofurans by aryne condensations of the cyclic ketone enolates with dihalogenobenzenes in the presence of the complex base NaNH2-t-BuONa were studied.It is shown that this method is of interest for t