1-Bromopropane → HCID 13772986, Verbindung

Reaktionsgleichung

[CH3:1][CH2:2][CH2:3]Br.[Mg].[CH2:6]([N:8]1[C:16]2[CH:15]=[C:14]3[CH:17]=[CH:18][C:19]([O:23][CH3:24])=[C:20]([O:21][CH3:22])[C:13]3=[C:12]3[CH:25]=[C:26]([CH3:28])[CH:27]=[C:10]([C:11]=23)[C:9]1=[O:29])[CH3:7]>O1CCCC1>[CH2:6]([N:8]1[C:16]2[CH:15]=[C:14]3[CH:17]=[CH:18][C:19]([O:23][CH3:24])=[C:20]([O:21][CH3:22])[C:13]3=[C:12]3[CH:25]=[C:26]([CH3:28])[CH:27]=[C:10]([C:11]=23)[C:9]1([OH:29])[CH2:1][CH2:2][CH3:3])[CH3:7]

Komponenten

Versuchsvorschrift

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.