Chemical Properties
WHITE TO BEIGE SOLID
Uses
3-Bromo-4-methoxybenzaldehyde may be used in the following studies:
- Asymmetric synthesis of a novel β-hydroxy-α-amino acid derivative, via Mukaiyama aldol reaction.
- Synthesis of 2-(3-bromo-4-methoxyphenyl)-5-fluorobenzothiazole.
- Preparation of 5-[(Z)-2-(3-bromo-4-methoxyphenyl)vinyl]-1,2-3-trimethoxybenzene.
- Total synthesis of engelhardione.
- Starting reagent for the synthesis of (2E)-3-(3-bromo-4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one.
General Description
3-Bromo-4-methoxybenzaldehyde is formed by the solvent-free bromination of 4-methoxybenzaldehyde using 1,3-di-
n-butylimidazolium tribromide, as a brominating reagent.
Synthesis
(2) In a 4000 mL three-necked flask protected by passing nitrogen, 740.7 g of 3-bromo-4-hydroxybenzaldehyde, 2000 g of N,N-dimethylformamide and 558.0 g of potassium carbonate were added. The reaction system was cooled to 0~5 °C and 775 g of iodomethane was added dropwise slowly. After the dropwise addition, the reaction solution was concentrated and poured into ice water to precipitate a solid. After filtration and recrystallization, a white crystalline product 3-bromo-4-methoxybenzaldehyde was obtained as 752.7 g, yield 95.0%.
References
[1] Patent: CN107118087, 2017, A. Location in patent: Paragraph 0015; 0031; 0035; 0039; 0043; 0047
