To a solution of 1 g of compound 2 (6.68 mmol, 1 eq.) in 20 mL of Et2O, 4.39 mL of 1.6 M MeLi in Et2O (7.02 mmol, 1.05 was added dropwise at -80 °C. The solution was warmed to RT and stirred for 20 h. Precipitated solids were filtered off and the solvent was evaporated in vacuum leaving 458 mg (53 %) of a colorless liquid. The product was analyzed as obtained. Attempts for further purification via vacuum distillation resulted in decomposition of the product, leaving a viscous colorless oil. The fast decomposition can also be seen in NMR, as the compound decomposes in solution over time. Thus, NMR signals given below are accompanied by signals close by corresponding to by-products resulting from decomposition. H NMR (250 MHz, C6D6): δ (ppm) = 3.81 (br, 1H), 2.29 (qq, 1H), 2.00 (br, 5H), 1.92 (t, 2H), 1.69 (s, 4H), 1.57 (p, 2H), 1.23 (br, 2H), 0.89 (t, 2H), 0.22 (br, 2H), 0.04 (br, 1H), -0.52 (s, 3H). To a slurry of 619 mg LiAlH4 in 60 mL Et2O (16.31 mmol, 3 eq.), a solution of 725 mg AlCl3 (5.44 mmol, 1 eq.) in 20 mL Et2O was added dropwise at -50 °C and stirred for 30 min while warming to RT. Subsequently the mixture was cooled down to -50 °C and a solution of 2.0 g of N,N,N′-trimethylethylendiamine (19.57 mmol, 3.6 eq.) in 20 mL of Et2O was added dropwise. The reaction mixture was stirred overnight, and the precipitated solids were removed via filtration followed by solvent extraction in vacuum. The product was isolated without further purification yielding 1.06 g (41 %) of a white solid. H NMR (300 MHz, C6D6) δ (ppm) = 2.69 (s, 3H), 2.08 (s, 6H). Compound 9 was prepared in an analogous procedure like for compound 8 using 718 mg LiAlH4 (18.91 mmol, 3 eq.), 840 mg AlCl3 (6.30 mmol, 1 eq.) and 2.0 g of N,Ndimethylethylendiamine (22.69 mmol, 3.6 eq.). Precipitated solids were removed via filtration and the solvent was evaporated in vacuum. The product was isolated without further purification yielding 2.17 g (83 %) of a white solid. It should be stated that the stability of 9 is rather limited and it slowly decomposes at RT, forming a brittle foam under H2 release. Hence, yield is referring to collected white solid and not necessarily the desired product. Further analysis via NMR showed only decomposed residues of the product. H NMR and C NMR measurements resulted in decomposition of 9 in solution and thus no reliable NMR data could be obtained.