77060-74-3 Usage
Description
Methyl 1,4-dihydroxy-2-naphthoate, also known as 1,4-dihydroxy-2-naphthoic acid methyl ester, is an organic compound that serves as a versatile intermediate in both organic synthesis and pharmaceutical applications. It is primarily utilized in laboratory research and development processes, as well as in chemical production.
Uses
Used in Organic Synthesis:
Methyl 1,4-dihydroxy-2-naphthoate is used as an organic synthesis intermediate for the production of various chemical compounds. Its unique structure allows it to be a key component in the synthesis of complex organic molecules, contributing to the development of new materials and chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 1,4-dihydroxy-2-naphthoate is used as a pharmaceutical intermediate. It plays a crucial role in the development of new drugs and medicinal compounds, facilitating the creation of innovative treatments and therapies for various medical conditions.
Used in Laboratory Research and Development:
Methyl 1,4-dihydroxy-2-naphthoate is employed in laboratory research and development processes, where it aids scientists in exploring new chemical reactions, synthesizing novel compounds, and advancing the understanding of chemical properties and behavior.
Used in Chemical Production Process:
Methyl 1,4-dihydroxy-2-naphthoate is also utilized in the chemical production process, where it contributes to the manufacturing of various chemical products. Its presence in this process ensures the efficient synthesis of desired compounds and the optimization of production methods.
Synthesis
To a stirred solution of LiOt-Bu (3.20 mmol) in THF (10 mL) at -78 °C(CHCl3-liq N2 bath) under an inert atmosphere was added a solutionof isocyanophthalide (1.0 mmol) in THF (5 mL). The resulting yellowish solution was stirred at -78 °C for 25 min, after which a solution of a Michael acceptor (1.0-1.5 equiv unless otherwise stated) in THF (5mL) was added. The cooling bath was removed after ca. 1 h at -78 °C and the mixture was brought to r.t. over a period of 1 h and stirred fora further 2-6 h. The reaction was then quenched with 10% aq NH4Cl(15 mL) and the resulting solution was concentrated. The residue was diluted with EtOAc (50 mL) and the layers were separated. The aqueous layer was extracted with EtOAc (3 × 25 mL). The combined extracts were washed with H2O (15 mL) and brine (15 mL), dried (anhydNa2SO4), and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel) or by recrystallizationto obtain the pure product.
Check Digit Verification of cas no
The CAS Registry Mumber 77060-74-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,0,6 and 0 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 77060-74:
(7*7)+(6*7)+(5*0)+(4*6)+(3*0)+(2*7)+(1*4)=133
133 % 10 = 3
So 77060-74-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H10O4/c1-16-12(15)9-6-10(13)7-4-2-3-5-8(7)11(9)14/h2-6,13-14H,1H3
77060-74-3Relevant articles and documents
Electroreductive Coupling of Phthalimides with α,β-Unsaturated Carbonyl Compounds and Subsequent Acid-Catalyzed Rearrangement to 4-Aminonaphthalen-1-ols: Density Functional Theory Study of the Acid-Catalyzed Rearrangement of Ketene Silyl Acetals
Kise, Naoki,Manto, Tatsuhiro,Sakurai, Toshihiko
, p. 18232 - 18246 (2021/12/17)
The electroreductive coupling of phthalimides with α,β-unsaturated carbonyl compounds in the presence of TMSCl and successive treatment of the electrochemically coupled products with TFA gave two types of rearranged products, 3- and 2-substituted 4-aminon