N-bromobutanimide → HCID 71133722, compound

Participants

Reaction Steps

The backbone 2,8-dimethyl-5a,10b-dihydrobenzofuro-[2,3-b]benzofuran (1.5 g, 6.3 mmol) and NBS (2.016 g, 11.3 mmol) are dissolved in DMF (100 mL) and stirred at RT for 1 day (flask is covered with aluminium foil). The conversion is monitored by GC/MS. After three days, a mixture of the monobrominated product, the dibrominated product, and the unmodified backbone (monobromo/dibromo/backbone) is formed, in a 75/23/2 ratio, based on weight percents. The solvent is evaporated to dryness and the solid is washed with water and extracted with dichloromethane. The dichloromethane solution is then dried over MgSO4 and evaporated to dryness. The solid obtained is washed with ethanol to give a white solid (1.5 g, containing a mixture of monobromo/dibromo, 75/25). This product (“bromobackbone”) is used in step (b) without further purification.

Provenance & Evidence