反应详情

To a solution of N-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chlorobenzyl]-N-methylacetamide from the previous step (1 eq.) in THF (0.8M) was added tetrabutylammonium fluoride (1.0 M THF solution, 1.5 eq.). The resulting reaction mixture was stirred at RT for 1 h. After quenching the reaction with 10% aq. HCl, the mixture was extracted with EtOAc. The combined organic extracts were washed with sat. aq. NaHCO3 and brine, dried over Na2SO4 and filtered. Concentration of the filtrate in vacuo afforded a pale yellow oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 9:1 (v/v) CH2Cl2:MeOH) afforded the title compound as a light yellow oil.

1. customThe resulting reaction mixture
2. customAfter quenching
3. customthe reaction with 10% aq. HCl
4. extractionthe mixture was extracted with EtOAc
5. washThe combined organic extracts were washed with sat. aq. NaHCO3 and brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customConcentration of the filtrate in vacuo afforded a pale yellow oil
9. customPurification of the crude product
10. customthus obtained by way of flash chromatography (SiO2, 9:1 (v/v) CH2Cl2:MeOH)