1-Bromopropane → HCID 13772986, compound

Participants

Reaction Steps

A solution of 377 ml (4.1M) of n-propyl bromide in 4 liters tetrahydrofuran is added over a period of 90 minutes at reflux to 99.8 g (4.1M) of magnesium turnings and the mixture is stirred for one hour at reflux. To the resultant mixture is added dropwise over 30 minutes and under a nitrogen atmosphere a solution of 880 g (2.73M) of 5-ethyl-4,5-dihydro-9,10-dimethoxy-2-methyl-4-oxo-dibenz[cd,f]indole in 6 liters tetrahydrofuran. The reaction mixture is warmed for 2 hours at reflux and then extracted with methylene chloride. The organic phase is washed with a saturated solution of potassium bicarbonate and with water, dried over sodium sulfate and evaporated to give the title compound in the form of a red-brown oil [IR Spectrum (CH2Cl2): 3540 cm-1 (OH)]. The crude product is directly used for the next step.

Provenance & Evidence