反应详情

To a solution of di-acid (Step 2) (55 g, 0.114 mol.), triethylamine (35 mL), in CH2Cl2 (2.8 l) and CH3CN (500 mL) at 0° was added 2-chloro-1-methylpyridinium iodide (32 g, 0.126 m). The suspension was stirred 1 hr at 0° to afford a yellow solution. To this solution was added t-butylamine (14 mL). The reaction was stirred at room temperature overnight. The mixture was then evaporated, and partitioned between ethyl acetate and H2O. The aqueous phase was adjusted to pH 3-4 before extraction. The organic phase was dried and evaporated. Flash chromatography of the residue using 15% acetone and 0.2% AcOH in toluene afforded the title compound as an oil. Trituration with ethanol afforded the title compound as a white solid which was further purified by swishing in ether.

1. customto afford a yellow solution
2. stirringThe reaction was stirred at room temperature overnight
3. customThe mixture was then evaporated
4. custompartitioned between ethyl acetate and H2O
5. extractionThe aqueous phase was adjusted to pH 3-4 before extraction
6. customThe organic phase was dried
7. customevaporated