A new synthetic route of

Synthetic Route of 2876-78-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2876-78-0, name is Methyl 1-Naphthaleneacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1): EPO In Scheme (1), compound 2 was prepared from compound 1 in 33% yield according to reference paper “J. Amer. Chem. Soc, 1935, 57, 1658-1659”, the relevant teachings of which are incorporated herein by reference. Conversion of compound 2 in the presence of dimethyl sulphate and potassium carbonate in acetone gave compound 3 in 96% yield after chromatography on silica gel. Compound 4 was prepared by coupling of compound 3 with methyl naphthalene acetate using sodium methoxide as base. The isolation yield is 29%. Proton NMR of compound 4 indicated equilibrium between /3-keto and enolate.Compound 4 (90 mg) was treated with BBr3 (20 equiv.) in DCM. Purification of the crude by chromatography gave compound 5 as pink solid (46 mg).Preparation of compound 6 was conducted using compound 5 (30 mg) in the presence of 0.20 mL of hydrazine (45 equiv) in DME (2 mL) at reflux 2 hours. Chromatography of the crude product gave compound 6 as a light purple solid (25 mg, 74% yield). 1H-NMR (Acetone-d6) delta (ppm): 7.89 (t, J=7.8Hz, 2H), 7.74 (d, J=7.8Hz, IH), 7.3-7.5 (m, 4H), 6.42 (s, IH), 6.34(s, IH), 1.9 (m, 2H), 0.32 (t, J=7.5Hz, 2H); ESMS calcd. for C21H18N2O3: 346.1; Found: 347.6 (M+l)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 1-Naphthaleneacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2007/21966; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics