反应详情

To a solution of 6-[(1E)-3-methoxyprop-1-en-1-yl]indan-1-one (1 eq.) from the previous step in MeOH (2 M) was added cyclopropylamine (2 eq.) and titanium(IV) isopropoxide (1.3 eq.). The solution was stirred at RT for 1 h before sodium borohydride (1 eq.) was added at 0° C. After 30 min, water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were then washed with water and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product by way of flash chromatography (SiO2, Hex→1:9 (v/v) Hex:EtOAc) afforded the title compound.

1. additionwas added at 0° C
2. extractionthe mixture was extracted with ethyl acetate
3. washThe combined organic extracts were then washed with water and brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationthe filtrate concentrated in vacuo
7. customPurification of the crude product by way of flash chromatography (SiO2, Hex→1:9 (v/v) Hex:EtOAc)