Triethylamine → HCID 68415588, compound

Participants

Reaction Steps

To a suspension of 1.9 g of phosphorous pentoxide in 50 mL DCManh. were added 4.5 mL of alpha tetralone followed by 9.9 mL of 2-cyclohexen-1-one at rt. The suspension was cooled to 0° C. with an ice bath before 9.0 mL of trifluoromethanesulfonic acid was carefully added. The reaction mixture was warmed to rt and then heated at 40° C. overnight. 18.5 mL of NEt3 were dropwise added at 0° C., the mixture was stirred at rt for 10 min and then evaporated to dryness. Purification by CC with EtOAc-Hept (2:8) yielded 3.9 g of rac-(1R*,4R*)-1,2,3,4,9,10-hexahydro-3-oxo-1,4-ethanophenanthrene as yellow oil.

Provenance & Evidence