Benzeneacetaldehyde, 3,4-dimethoxy-α,α-dimethyl- synthesis

Yield:717105-57-2 93%

Reaction Conditions:

with diisobutylaluminium hydride in acetone;toluene at -78; for 2 h;

Steps:

2

Charge 2-(3, 4-dimethoxyphenyl)-2-methylpropanenitrile (10 g, 49 mmol) dissolved in toluene (100 mL) to a three neck R.B.Flask (500mL) capacity (equipped with N₂ gas inlet and CaCl₂ guard tube) and cooled to -78 °C in (acetone dry ice bath). DIBAL (63 mL, 63 mmol) [1M solution in toluene] was added drop wise at -78 °C within 15 min. Reaction mixture was stirred at -78°C for 2h, after completion of addition of DIBAL. Monitor the completion of reaction by TLC. 6N HC1 (85 mL) was added drop wise at -78 °C. Reaction mixture was allowed to warm to room temperature and extracted with ethyl acetate. Organic extract was dried(Na₂S0₄). Distilled out solvent under reduced pressure to afford 2-(3,4-dimethoxyphenyl)-2-methylpropanal (9.5 g, 93 %).

References:

WO2013/54338,2013,A1 Location in patent:Page/Page column 62