6-Bromoveratraldehyde synthesis
- Product Name:6-Bromoveratraldehyde
- CAS Number:5392-10-9
- Molecular formula:C9H9BrO3
- Molecular Weight:245.07
120-14-9
5392-10-9
(1) Add 529 g of bromine dropwise to 500 g of 3,4-dimethoxybenzaldehyde dissolved in 2.5 L of methanol at room temperature (cooled if necessary) within 1 hour and stir the reaction mixture at the same temperature for 3 hours. Subsequently, 2.5 L of water was slowly added dropwise to the reaction solution to induce precipitation of crystals. A 20% aqueous sodium hydroxide solution was added to the crystal suspension at room temperature and the pH was adjusted to about 9-10, followed by cooling. The precipitated crystals were collected by filtration, washed with water and dried at 50 °C for 12 h. 718.78 g of 6-bromo-3,4-dimethoxybenzaldehyde was finally obtained (yield: 98%).
Yield:5392-10-9 97%
Reaction Conditions:
with titanium tetrachloride in dichloromethane at 0 - 20; for 4 h;Rieche Formylation;
Steps:
2.1 1. Rieche Formylation reaction (preparation of compound of formula 7)
General procedure: Anhydrous CH2Cl2 (75 mL) Dichloromethyl methyl ether (dichloromethyl methyl ether) (40 mmol) and TiCl4 (48 mmol) ofThe solution was stirred magnetically in a was treated at 0 the aryl bromide solution in dry CH2Cl2 (25 mL).The reaction mixture was stirred at room temperature for 4 hours.Followed by the addition of cold 5% HCl aqueous solution (20 mL) at 0 , stirring was continued for 15 minutes. The organic layer was then separated and the aqueous solution was extracted with CH2Cl2 (3 x 20 mL). The extract was washed with 5% aqueous NaHCO3 (80 mL) and brine (80 mL) After drying (MgSO4)Concentration under reduced pressure gave bromobenzaldehyde (compound of formula 7).
References:
KR2018/106800,2018,A Location in patent:Paragraph 0177; 0181; 0207-0210; 0212
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