Hydrogen Bromide → Methyl 3-(4-acetyl-2-methylphenyl)-2-bromopropionate

温度

0 °C

1-(4-Amino-3-methylphenyl)ethanone (1.70 g, 11.39 mmol) was dissolved in methanol (15 mL)-acetone (38 mL). The solution was cooled to 0° C. 48% Hydrobromic acid (5.15 mL, 45.56 mmol) was dropwise added to the solution for 1 minute. A solution of sodium nitrite (943 mg, 13.67 mmol) in water (1.8 mL) was further added to the solution. The mixture was stirred at the same temperature for 30 minutes. The mixture was left to room temperature. Methyl acrylate (7.23 mL, 80.30 mmol) and copper(I) oxide (117 mg) were added to the mixture. The resulting mixture was stirred at 40° C. for 30 minutes. The solvent was removed under reduced pressure. Ice-cold water (150 mL) was added to the residue. The mixture was neutralized with ammonia water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the desired compound (2.79 g) as brown oil (yield 82%).

1. waitThe mixture was left to room temperature
2. stirringThe resulting mixture was stirred at 40° C. for 30 minutes
3. customThe solvent was removed under reduced pressure
4. additionIce-cold water (150 mL) was added to the residue
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with saturated brine
7. dry with materialdried with anhydrous sodium sulfate
8. customThe solvent was removed under reduced pressure

ORDレコード

ord-79f2029a133e40f5bf088a6ec8631bd9

出典データセット

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08404726B2