Tetrabutylammonium Fluoride → HCID 86623610, compound

Participants

Reaction Steps

A mixture of (5)-1-((4-(tert-butyldimethylsilyloxy)-3,4-dihydro-2H-chromen-7-yl)methyl)-4-fluoropiperidine (4.54 g, 12.5 mmol) and TBAF (7.92 g, 37.49 mmol) in THF (50 mL) was stirred for 16 h at RT. The reaction mixture was taken up in H2O, and extracted with EtOAc (3×). The organic layers were extracted with 10% aqueous HCl. The combined aqueous extracts were neutralized with 2N NaOH, and extracted with CH2Cl2 (3×). The combined organic extracts were dried over MgSO4 and concentrated to give the title compound as a yellow oil. MS (m/z, m+1): 282.4.

Provenance & Evidence