2-METHYL-6-VINYLPYRIDINE synthesis

10synthesis methods

Product Name:2-METHYL-6-VINYLPYRIDINE
CAS Number:1122-70-9
Molecular formula:C8H9N
Molecular Weight:119.16

108-48-5

50-00-0

1122-70-9

1124-74-9

The general procedure for the synthesis of 2-methyl-6-vinylpyridine and 2,6-divinylpyridine (CAS:1124-74-9) from 2,6-dimethylpyridine and formaldehyde over modified ZSM-5 catalyst was as follows: the Cs-ZSM-5 catalyst (SiO2/Al2O3 molar ratio of 30, Cs loading of 3 wt%) was filled in a Pyrex reactor with an inner diameter of 20 mm and 30-40 cm in length in a Pyrex reactor, and the catalytic zone was heated to 300 °C. Subsequently, 2,6-dimethylpyridine and formaldehyde were added to the mixture from the top of the reactor in a molar ratio of 4:1, with a controlled gravimetric airspeed of 0.5 h-1. After 6 h of reaction, the conversion of 2,6-dimethylpyridine was 37.1%, and the selectivities of 2,6-divinylpyridine (2,6-DVP) and 2-methyl-6-vinylpyridine (2M6VP) in the liquid products were, respectively, 25.2% and 74.8%. 25.2% and 74.8%.

5315-25-3 Synthesis

5315-25-3
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$6.00/5g

75927-49-0 Synthesis

75927-49-0
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1122-70-9
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Yield: 58%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;sodium carbonate in 1,4-dioxane;water at 90;Inert atmosphere;

Steps:

Synthesis of Compound 23-a
Compounds 2-bromo-6-picoline (400 mg, 2.32 mmol), vinylboronic acid pinacol ester (430 mg, 2.79 mmol), Pd(dppf)Cl₂(85 mg, 0.116 mmol), Na₂CO₃(49 mg, 4.64 mmol), 1,4-dioxane (15 mL) and water (3 mL) were added to a reaction flask. The reaction solution was replaced with N₂, stirred overnight at 90° C., added with water (30 mL), and extracted with ethyl acetate (50 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. A crude product was purified by silica gel column chromatography (PE:EA=10:1) to obtain compound 23-a (160 mg, 58%) as red oil. LC-MS (ESI): m/z=120.2[M+H]⁺.

References:

SHANGHAI YINGLI PHARMACEUTICAL CO., LTD US2021/32242, 2021, A1 Location in patent:Paragraph 0359-0361