反应详情

Oxalyl chloride (0.61 ml, 6.99 mmol) was added dropwise to a stirred solution of 3-[(methyloxy)carbonyl]-4-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 49; 400 mg, 1.40 mmol) in dichloromethane (10 ml) and dimethylformamide (3 drops) at room temperature. The mixture was stirred at room temperature for 1 h. The solvent was removed, and the residue was dissolved in dichloromethane (5 ml). This mixture was added to a solution of pyrrolidine (497 mg, 6.99 mmol) in dichloromethane (5 ml) and the mixture was stirred at room temperature for 2 h. Water (60 ml) was added, and the mixture was extracted with dichloromethane (3×60 ml). The organic phase was washed with saturated brine (50 ml), dried over sodium sulfate, and evaporated in vacuo to give the crude product. The crude product was loaded onto a silica gel column (200 g), and was eluted with dichloromethane/methanol=50:1 to yield the title compound as a colourless oil. 400 mg.

1. customThe solvent was removed
2. dissolutionthe residue was dissolved in dichloromethane (5 ml)
3. stirringthe mixture was stirred at room temperature for 2 h
4. extractionthe mixture was extracted with dichloromethane (3×60 ml)
5. washThe organic phase was washed with saturated brine (50 ml)
6. dry with materialdried over sodium sulfate
7. customevaporated in vacuo
8. customto give the crude product
9. washwas eluted with dichloromethane/methanol=50:1