Salicylaldehyde → 2-Methoxybenzaldehyde

Temperature

85 °C

To a three-necked 100 ml flask equipped for reflux and fitted with a mechanical stirrer was added 5.0 mol (0.047 mol) of salicylaldehyde, 2.0 g (0.014 mol) of potassium carbonate, and 10.0 ml (0.085 mol) of trimethyl phosphate. The mixture was heated to 85° C. for two hours, then cooled to 50° C. and quenched with 20 ml of water. After two hours the mixture was extracted with 50 ml of methylene chloride, the extracts washed with dilute caustic and then water. The organic extracts were dried over anhydrous potassium carbonate then filtered and concentrated in vacuo to give 3.6 g (53%) of o-methoxybenzaldehyde.

1. customTo a three-necked 100 ml flask equipped
2. temperaturefor reflux
3. customfitted with a mechanical stirrer
4. temperaturecooled to 50° C.
5. customquenched with 20 ml of water
6. extractionAfter two hours the mixture was extracted with 50 ml of methylene chloride
7. washthe extracts washed
8. additionwith dilute caustic
9. dry with materialThe organic extracts were dried over anhydrous potassium carbonate
10. filtrationthen filtered
11. concentrationconcentrated in vacuo

ORD record

ord-2e8fa540824d4088b9cb017f21f370fe

Source dataset

uspto-grants-1984_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04453004