Water → HCID 57066556, compound

Participants

Reaction Steps

2 g (13 mmol) of (1S)-3,4,5,5-tetramethyl-3-cyclohexen-1-ol prepared in Examples 2A and 2B were dissolved in 10 ml of DME and added dropwise to a suspension of 965 mg (38.9 mmol) of NaH in 10 ml of DME at RT. After evolution of gas had ceased, 14 mmol of 2-bromomethylnaphthalene were added dropwise. Reaction was complete after stirring at RT for 12 h. 50 ml of water were added to the mixture, which was then extracted twice with 50 ml of ether. Chromatography of the residue as in Example 3A resulted in 3.7 g (97%) of the abovementioned product.

Provenance & Evidence