反应详情

Oxalyl chloride (0.5 mL, 5.9 mmol) was added to a suspension of (4-bromophenoxy)acetic acid (0.462 g, 2.0 mmol) in methylene chloride (10 mL) and 2 drops of N,N-dimethylformamide. The mixture was stirred at RT for 2 h. The solvent was evaporated under reduced pressure. The residue was diluted with methylene chloride (10 mL), cooled with ice-water bath, and 1M of sodium hydroxide aqueous solution (3.0 mL) was added. To the mixture was added pyrrolidine (167 μL, 2.0 mmol). The mixture was stirred and allowed to warm to RT. The organic layer was separated, washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was directly used in next step without further purification (550 mg, 96.7%). LCMS: (M+H)=286.0/284.0

1. customThe solvent was evaporated under reduced pressure
2. additionThe residue was diluted with methylene chloride (10 mL)
3. temperaturecooled with ice-water bath
4. addition1M of sodium hydroxide aqueous solution (3.0 mL) was added
5. stirringThe mixture was stirred
6. temperatureto warm to RT
7. customThe organic layer was separated
8. washwashed with water and brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationconcentrated
12. customThe residue was directly used in next step without further purification (550 mg, 96.7%)