n-butyllithium; diisopropylamine in tetrahydrofuran; N,N'-dimethyl-N,N'-propyleneurea; hexane T=-78 - 25°C; Inert atmosphere; Product distribution / selectivity;

1.1: diisopropylamine; n-butyllithium / hexane; N,N'-dimethyl-N,N'-propyleneurea; tetrahydrofuran / -78 - 25 °C / Inert atmosphere 2.1: water; Ba(OH)2·8H2O / ethanol / Inert atmosphere; Reflux 2.2: 18 - 25 °C / pH 1 - 2 View Scheme

N,N'-dimethyl-N,N'-propyleneurea; lithium diisopropyl amide in tetrahydrofuran T=-78 - 20°C; 2.33333 h;