Diethyl Ether → Ethylmethylaminotriisopropylgermane

A solution of nBuLi (2M in hexanes, 26.34 mL, 42.14 mmol) was slowly added to an ice-cooled solution of ethylmethylamine (3.98 mL, 46.35 mmol) in ether (100 mL). The resulting white mixture was stirred for 2 hours. Triisopropylchlorogermane (9.16 mL, 42.14 mmol) was added dropwise and the reaction mixture slowly warmed to room temperature. The mixture was stirred overnight, the solvent evaporated under vacuum, and the residue washed with pentane (100 mL). The mixture was filtered through a medium glass frit under nitrogen and the solvent evaporated under vacuum to give 10.7 g, 98% of a colorless liquid. The product was purified by fractional distillation (40° C., 75 mtorr). 1H NMR (C6D6): δ 2.87 (q, 2H, 3J=6.9 Hz, NCH2CH3), 2.62 (s, 3H, NCH3), 1.36 (m, CH(CH3)2), 1.18 (d, 18H, 3J=7.2 Hz, CH(CH3)2), 1.11 (t, 3H, 3J=6.9 Hz, NCH2CH3). 13C NMR (C6D6): δ 48.42, 38.22 (NCH2CH3, NCH3), 20.19 (CH(CH3)2), 16.20, 15.79 (NCH2CH3, CH(CH3)2).

1. stirringThe mixture was stirred overnight
2. customthe solvent evaporated under vacuum
3. washthe residue washed with pentane (100 mL)
4. filtrationThe mixture was filtered through a medium glass frit under nitrogen
5. customthe solvent evaporated under vacuum

ORD record

ord-123b5a3c0b724f4a8b27291397307f60

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08268665B2