Triethylamine → HCID 59293487, compound

Participants

Reaction Steps

Tf2O (4.3 mL, 25.452 mmol) was dropwise added to a −78° C. cooled solution of (6R)-6-(dimethylamino)-5,6,7,8-tetrahydronaphthalen-1-ol (4.25 g, 22.218 mmol) and Et3N (8.0 mL, 57.396 mmol) in CH2Cl2 (90 mL). The reaction was completed after 5 min at low temperature. The reaction mixture was poured into brine (200 mL) and extracted with CH2Cl2 (2×200 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The crude residue was flash chromatographed on silica gel (5-10% MeOH/CH2Cl2) to furnish 5.10 g of the title product (Rf=0.4 (10% MeOH/CH2Cl2), pale brown colored oil, 71% yield).

Provenance & Evidence