Dimethylformamide → 3,4-Bis(methoxymethoxy)benzaldehyde

Temperature

-5 °C

In 200 ml of dimethylformamide was dissolved 32.66 g of 3,4-dihydroxybenzaldehyde, and the solution was cooled to -5° C. and 200 ml of N,N-diisopropylethylamine was added to the solution. Then, 70 ml of chloromethyl methyl ether was gradually added to the mixture, and the mixture was stirred overnight to effect reaction. After the reaction, the reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate three times. The organic layer was washed with water three times and shaken with a saturated aqueous solution of sodium chloride, and the organic layer was dried with anhydrous sodium sulfate and filtered. The solvent was removed from the filtrate by distillation, and the obtained residue was recrystallized from ethyl acetate to obtain 41.20 g (yield=86.37%) of 3,4-bis(methoxymethoxy)benzaldehyde.

1. customreaction
2. customAfter the reaction
3. extractionthe mixture was extracted with ethyl acetate three times
4. washThe organic layer was washed with water three times
5. stirringshaken with a saturated aqueous solution of sodium chloride
6. dry with materialthe organic layer was dried with anhydrous sodium sulfate
7. filtrationfiltered
8. customThe solvent was removed from the filtrate by distillation
9. customthe obtained residue was recrystallized from ethyl acetate

ORD record

ord-bb344d3643774669b01f31d879d4a6fa

Source dataset

uspto-grants-1992_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05106871