Dimethylformamide → 4-Tert-butyldimethylsilyloxy-3-(1-adamantyl)benzaldehyde

Participants

Reaction Conditions

Reaction Steps

2.6 g of magnesium and 0.05 ml of dibromoethane are added to 33 g (78 mmol) of 3-(1-adamantyl)-4-tertbutyldimethylsilyloxybromobenzene in 300 ml of THF and then the mixture is refluxed for 3 h 30 min under nitrogen After cooling the mixture to 0° C., 5.8 ml of anhydrous DMF are then added and the mixture is left stirring for 1 h at room temperature. After evaporation, the residue is taken up in 100 ml of water, acidified up to pH 5, extracted with ether and the organic phase is washed with water and dried over magnesium sulphate. 22.3 g (77%) of the expected derivative are isolated, which derivative melts at 121°-122° C.

Provenance & Evidence