反应详情

3-Phenethyloxypropanoic acid (0.25 g) was dissolved in dichloromethane (8 mL) and treated with oxalyl chloride (0.22 g) and a drop of dimethylformamide at ambient temperature. The resultant solution was stirred at ambient temperature for 1 hour. The solution was then concentrated and azeotroped with dichloromethane (3×8 mL). The collected residue was dissolved in dichloromethane (8 mL) and added to a stirred solution of N-(2,2-diethoxyethyl)aniline (0.27 g) and N-ethyl-N-isopropyl-propan-2-amine (0.4 mL), dissolved in dichloromethane (4 mL), at ambient temperature. The resultant solution was stirred at ambient temperature for 1 hour. The mixture was then poured into ethyl acetate (25 mL), washed with water (2×25 mL), washed with brine (25 mL), dried over anhydrous magnesium sulphate, filtered and concentrated. The collected residue was purified by flash chromatography eluting with 1:6 ethylacetate:iso-hexane to yield the sub-titled compound (0.18 g) as an oil.

1. customat ambient temperature
2. concentrationThe solution was then concentrated
3. customazeotroped with dichloromethane (3×8 mL)
4. dissolutionThe collected residue was dissolved in dichloromethane (8 mL)
5. additionadded to a stirred solution of N-(2,2-diethoxyethyl)aniline (0.27 g) and N-ethyl-N-isopropyl-propan-2-amine (0.4 mL)
6. dissolutiondissolved in dichloromethane (4 mL), at ambient temperature
7. additionThe mixture was then poured into ethyl acetate (25 mL)
8. washwashed with water (2×25 mL)
9. washwashed with brine (25 mL)
10. dry with materialdried over anhydrous magnesium sulphate
11. filtrationfiltered
12. concentrationconcentrated
13. customThe collected residue was purified by flash chromatography
14. washeluting with 1:6 ethylacetate