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3-bromo-2,4-dimethylbenzaldehyde synthesis
- Product Name:3-bromo-2,4-dimethylbenzaldehyde
- CAS Number:693285-59-5
- Molecular formula:C9H9BrO
- Molecular Weight:213.07
Yield:383176-10-1 64% ,693285-59-5 17%
Reaction Conditions:
with N-Bromosuccinimide in water;N,N-dimethyl-formamide at 20 - 80; for 36 h;
Steps:
General procedure for the preparation of para-quinones:
General procedure: To a stirred solution of starting compound (0.5-1.2 mmol) in DMF-H2O (95:5, v/v, 8-12 mL) mixture was added NBS (4.0-4.2 mmol) at room temperature. The contents were stirred at room temperature about 10 min and then heated for appropriate duration mentioned in Table 2. Progress of the reaction in every case was monitored by TLC analysis. After completion of the reaction, the reaction mixture was cooled to room temperature and quenched with aqueous NaHCO3 (20%, 20-30 mL) solution. The insoluble precipitate was isolated by filtration and dried in vacuo. It was further purified by either recrystallization with ethyl acetate/n-hexane mixture or short pad silica gel column chromatography led to pure product.
References:
Natarajan, Palani;Vagicherla, Vinuta Devi;Vijayan, Muthana Thevar [Tetrahedron Letters,2014,vol. 55,# 24,p. 3511 - 3515]