1-Bromo-3-chloropropane → HCID 68576672, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-hydroxy-N-(tert-butyloxycarbonyl)morphinan (20 mg, 0.058 mmol) in dry DMF (0.3 mL) was added potassium carbonate (24 mg, 0.174 mmol), 1-bromo-3-chloropropane (17.3 μL, 0.174 mmol) sequentially and the mixture was stirred at 50° C. After starting material disappeared on TLC, solvent was removed and column chromatography gave 18 mg (74%) of the title compound: 1H NMR (300 MHz, CDCl3) δ 7.05 (1H, m); 6.83 (1H, d); 6.75 (1H, d.d.); 4.28 (1H, d); 4.05 (2H, t); 3.90 (1H, m); 3.83 (3H, t); 3.15 (1H, m); 2.60 (2H, m); 2.30 (1H, m); 2.15 (1H, m); 1.30 (9H, s); 1.00˜1.80 (10H, m).

Provenance & Evidence