ChemicalBook CAS DataBase List 6-Hydroxy-2-naphthaldehyde

6-Hydroxy-2-naphthaldehyde synthesis

11synthesis methods

Product Name:6-Hydroxy-2-naphthaldehyde
CAS Number:78119-82-1
Molecular formula:C11H8O2
Molecular Weight:172.18

A stirring bar, 0.35 g (2.01 mmol) of 6-hydroxy-2-naphthylcarbinol and 20 mL of N, N-dimethylformamide were introduced into a 100 mL flask to form a homogenous mixture. This mixture was added with 3.5 g (36.94 mmol) of electrolytic manganese dioxide (FMH, Tosoh, purity: 91.77 per cent) and vigorously stirred for 16 hours while the mixture was maintained at 20°C. The reaction mixture was analyzed by using liquid chromatography. As a result, it was found that the conversion of the 6-hydroxy-2-naphthylcarbinol was 92.3 per cent, and the yield of the 6-hydroxy-2-naphthaldehyde was 87 percent.

15231-91-1 Synthesis

15231-91-1
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78119-82-1
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Yield:78119-82-1 78.6%

Reaction Conditions:

with n-butyllithium in tetrahydrofuran;N,N-dimethyl-formamide at -78 - 20; for 2 h;Inert atmosphere;

Steps:

2.h (H) Preparation of 6-hydroxy-2-naphthaldehyde
6-bromo-2-naphthol (0.91 g, 4.1 mmol) was dissolved in 20 mL of dry THF, protected under nitrogen, and n-BuLi (3.4 mL, 8.2 mmol) was added, stirred for 1 hour and then anhydrous DMF (0.941 mL, 12.3 mmol) was added dropwise at -78 ° C,The reaction was continued for 1 hour, raised to room temperature, acidified with 2N hydrochloric acid to pH = 5, extracted with ethyl acetate, washed with water, washed with saturated brine,Dried over anhydrous sodium sulfate, filtered and concentrated to give hexanesulfonic acid (8: 1) column chromatography to give 6-hydroxy-2-naphthaldehyde, yield 78.6%

References:

Liaocheng University;Liu Guoyun;Yang Jie;Li Xiaoteng;Guo Shangjing CN105111054, 2017, B Location in patent:Paragraph 0088; 0089; 0090

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309752-65-6 Synthesis