反应详情

Grignard solution was prepared from 13.4 g (54.7 mmol) of 3,5-bis(methoxymethyl)bromobenzene, 3.25 g (134 mmol) of magnesium, and 60 ml of tetrahydrofuran (hereinafter abbreviated as “THF”) in a reaction vessel of 200 ml. Subsequently, 30 ml (387 mmol) of dimethylformamide (DMF) was added dropwise into this solution at 0° C. and further agitated at room temperature for 3 hours after completion of the addition. Solvent was removed from the obtained reaction liquid by reduced pressure and 2N hydrochloric acid was added. The obtained reaction mixture was extracted 3 times with 50 ml of diethyl ether and the organic layer was collected and dried with anhydrous magnesium sulfate after rinsing with water. Residues obtained by the removal of solvent were purified by silica gel column chromatography to obtain 8.36 g (43.0 mmol) of the target 3,5-bis(methoxymethyl)benzaldehyde as a viscous liquid.

1. additionafter completion of the addition
2. customSolvent was removed from the obtained reaction liquid by reduced pressure and 2N hydrochloric acid
3. additionwas added
4. customThe obtained reaction mixture
5. extractionwas extracted 3 times with 50 ml of diethyl ether
6. customthe organic layer was collected
7. dry with materialdried with anhydrous magnesium sulfate
8. washafter rinsing with water
9. customResidues obtained by the removal of solvent
10. customwere purified by silica gel column chromatography