1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 90390643, compound

Participants

Reaction Conditions

Reaction Steps

To a magnetically stirred solution of 6-{[(2E)-2-bromocyclooct-2-en-1-yl]oxy}hexan-1-ol 200 mg (0.658 mmol 1 eq) in dry DMSO (3.5 ml) under Ar atmosphere, DBU (6.58 mmol, 10 eq, 1 ml) were added. The reaction was warmed to 60° C. and was stirred at this temperature for 16 h. Reaction was controlled until complete disappearance of the starting material by TLC (Hexane/AcOEt 7/3 as eluent). The reaction was quenched with a saturated solution of NH4Cl, layers were separated and the aqueous layer was extracted with Et2O (3×20 ml). Combined organic layer was washed with Brine (20 ml), dried over Na2SO4 filtered and concentrated under vacuum. Raw material was purified by chromatography on silica gel column (55 g) (Hexane:AcOEt 7/3) to obtain 6-(cyclooct-2-yn-1-yloxy)hexan-1-ol.

Provenance & Evidence