tert-Butyl methyl ether → HCID 178483165、化合物
反応式
[CH3:1][N:2]([CH2:4][C-:5]1[CH:9]=[CH:8][CH:7]=[CH:6]1)[CH3:3].[CH-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.[Fe+2:15].C[C:17]([O:20]C)(C)C>>[CH3:1][N:2]([CH2:4][C-:5]1[CH:9]=[CH:8][CH:7]=[C:6]1[CH:17]=[O:20])[CH3:3].[CH-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.[Fe+2:15]参加物
3
反応条件
- 温度
- -10 °C
実験手順
Charge an inertized reactor with 39.6 g of 1-[(dimethylamino)methyl]-ferrocene and 360 ml of MTBE. Distill about 160 ml of MTBE (4V) at atmospheric pressure. Cool the solution to −10° C. and slowly add 98.2 ml of a solution of t-BuLi in heptane (titer 16%). Stir the reaction mixture at −10° C. for 2 hours and then at 0° C., slowly add 25.2 ml of DMF. Continue stirring the reaction mixture at 20° C. for 2 hours then at 5° C., slowly add 135 ml of 1.5N aqueous HCl. Continue stirring the reaction mixture at 5° C. for 30 min, then at 20° C. for 30 min. Leave the reaction mixture to settle and withdraw the aqueous phase then the MTBE phase. Counter-extract the aqueous phase with 125 ml of MTBE. Filter the combined MTBE phases on activated charcoal then concentrate to 120 ml under vacuum. Add 80 ml of isopropanol then distill 420 ml of solvent to constant volume, under vacuum, by regular addition of isopropanol. At the end of distillation, dilute the reaction mixture to 280 ml with isopropanol. 39.9 g of the expected compound is obtained in solution in isopropanol.