ChemicalBook CAS DataBase List 2,4,6-Trimethoxybenzaldehyde

2,4,6-Trimethoxybenzaldehyde synthesis

5synthesis methods

Product Name:2,4,6-Trimethoxybenzaldehyde
CAS Number:830-79-5
Molecular formula:C10H12O4
Molecular Weight:196.2

621-23-8

68-12-2

830-79-5

The reaction system was cooled to -5 to 0 °C under nitrogen protection using 1,3,5-trimethoxybenzene (40 g, 0.22 mol) and N,N-dimethylformamide. Subsequently, phosphoryl chloride (48 g, 0.5 mol) was slowly added dropwise over 30 to 45 minutes. After the dropwise addition was completed, the reaction mixture was kept at 0 °C and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was poured onto crushed ice and neutralized with saturated sodium carbonate solution. The precipitate precipitated was collected by filtration and washed with distilled water to give the final 2,4,6-trimethoxybenzaldehyde. Yield: 46 g (98% yield); 1H NMR (CDCl3): δ 10.35 (s, 1H), 6.67 (s, 2H), 3.88 (s, 6H), 3.87 (s, 3H); Mass Spectrum (MS): m/e 197 (M + 1).

61040-78-6
87 suppliers
$45.00/50mg

830-79-5
274 suppliers
$7.00/1g

Yield:830-79-5 99%

Reaction Conditions:

with potassium osmate;chloroamine-T in water;tert-butyl alcohol for 0.416667 h;chemoselective reaction;

Steps:

oxidation of allylic and benzylic alcohol
General procedure: Chloramine-T (0.5 equiv) was added to a solution of K₂[OsO₂ (OH)₄] (3 mol%) in t-BuOH/H2O (1:1) followed by the addition of alcohol (1.0 mmol) and kept on stirring till completion (confirmed by TLC). The reaction was quenched by adding sodium sulphite(Na2SO3) and stirred for 30 min. The mixture after extraction with ethyl acetate (twice), usualworkup and purification over silica gel column using Hexane:EtOAc (95:5) afforded pure products.

References:

Devari, Shekaraiah;Deshidi, Ramesh;Kumar, Manjeet;Kumar, Arvind;Sharma, Simmi;Rizvi, Masood;Kushwaha, Manoj;Gupta, Ajai Prakash;Shah, Bhahwal Ali [Tetrahedron Letters,2013,vol. 54,# 48,p. 6407 - 6410] Location in patent:supporting information

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621-23-8 Synthesis

621-23-8
549 suppliers
$7.00/5g

1535-67-7 Synthesis