1-Dodecanethiol → HCID 67032419, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1 dodecanethiol (12.7 mL; 52.86 mmol) in dry DMF (50 mL), was added KOtBu (5.93 g; 52.86 mmol) at 0° C. After complete addition the mixture was allowed to slowly come to RT (˜30 min), and then 4-benzyl-2-(2-chloro-4-methoxy-phenyl)-morpholine (5.60 g; 17.62 mmol) was added. The resulting mixture was stirred at 110° C. for 6 hours. After cooling to RT, EtOAc was added and the resulting mixture was washed with 5% aqueous NaHCO3, water and brine; dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (SiO2, CH2CL2/MeOH 99:1) to afford 4-(4-benzyl-morpholin-2-yl)-3-chloro-phenol (4.56 g)

Provenance & Evidence