反应详情

A solution containing 2,3-dihydro-1H-indol-2-ylmethanol (Preparation 5, 4.31 g) and THF (60 mL) is added to a flask containing sodium bicarbonate (24.27 g) and water (15 mL). Benzylchloroformate (4.5 mL) is slowly added. Once addition is complete, the mixture is stirred overnight. The crude mixture is filtered and washed with a large amount of CH2Cl2. The filtrate is poured into water and the separated organic phase is washed with 5% HCl and brine. The organic layer is dried (Na2SO4), filtering, and concentrated to give a yellow oil. The crude product is chromatographed eluting with EtOAc/heptane (1/1) to give 8.11 g (99%) of the title compound as a pale colored oil. Physical characteristics: MS (ESI+) m/z 284 (M+H)+.

1. additionis added to a flask
2. additionOnce addition
3. filtrationThe crude mixture is filtered
4. washwashed with a large amount of CH2Cl2
5. additionThe filtrate is poured into water
6. washthe separated organic phase is washed with 5% HCl and brine
7. dry with materialThe organic layer is dried (Na2SO4)
8. filtrationfiltering
9. concentrationconcentrated
10. customto give a yellow oil
11. customThe crude product is chromatographed
12. washeluting with EtOAc/heptane (1/1)