反应详情

To a solution of [3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chlorobenzyl]methylamine from the previous step (1 eq.) in pyridine (0.09 M) was added acetic anhydride (1.1 eq.) The resulting reaction mixture was stirred at RT for 3 h. After quenching the reaction with H2O, the mixture was extracted with EtOAc. The combined organic extracts were washed with 10% aq. HCl, sat. aq. NaHCO3, and brine. Drying over Na2SO4, filtration and concentration of the filtrate in vacuo afforded the crude product as a brown oil. Purification by way of flash chromatography (SiO2, 7:3 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a pale yellow oil.

1. customThe resulting reaction mixture
2. customAfter quenching
3. customthe reaction with H2O
4. extractionthe mixture was extracted with EtOAc
5. washThe combined organic extracts were washed with 10% aq. HCl, sat. aq. NaHCO3, and brine
6. dry with materialDrying over Na2SO4, filtration and concentration of the filtrate in vacuo
7. customafforded the crude product as a brown oil
8. customPurification by way of flash chromatography (SiO2, 7:3 (v/v) Hex:EtOAc→EtOAc)