反应详情

温度

50 °C

(R)-t-butyl 1-(2,3-dihydrobenzofuran-6-yl)-1-oxopropan-2-ylcarbamate (306d, 2.21 g, 7.59 mmol) was dissolved in propan-2-ol (6.35 mL, 83.4 mmol) and toluene (10 mL). Al(OiPr)3 (0.310 g, 1.52 mmol) was added, and the reaction vessel was capped and flushed with argon. The mixture was stirred at 50° C. overnight. Then another portion of Al(OiPr)3 (330 mg) was added, and stirring was continued for 5 h. The mixture was cooled to r.t., and partitioned between aq. HCl (1N, 25 ml) and ethyl acetate (80 ml). The organic layer was separated and dried. The solvent was removed in vacuo and purified by flash chromatography on silica gel with n-heptane/ethyl acetate (6:4) to give 1.58 g (71%) of subtitle compound.

1. customthe reaction vessel was capped
2. customflushed with argon
3. additionThen another portion of Al(OiPr)3 (330 mg) was added
4. stirringstirring
5. waitwas continued for 5 h
6. temperatureThe mixture was cooled to r.t.
7. custompartitioned between aq. HCl (1N, 25 ml) and ethyl acetate (80 ml)
8. customThe organic layer was separated
9. customdried
10. customThe solvent was removed in vacuo
11. custompurified by flash chromatography on silica gel with n-heptane/ethyl acetate (6:4)