Diethyl Sulfate → Ethyl 2-formylbenzoate

To a 3-neck 500 ml round-bottom flask equipped with a magnetic stirrer, reflux condenser and addition funnel was added 2-carboxybenzaldehyde (30.00 g, 0.200 moles), diethylsulfate (33.92 g, 0.220 moles) and 150 ml of dichloromethane under nitrogen. The mixture was heated to reflux and triethylamine (30.36 g, 0.300 moles) was added at such a rate to maintain a brisk reflux. After the addition was complete, the solution was heated at reflux for 1 hour and then allowed to cool to room temperature and stirred overnight. The mixture was then washed with water (1×50 ml), 1.0N hydrochloric and solution (1×50 ml), saturated sodium bicarbonate solution (1×50 ml), saturated sodium chloride solution (1×50 ml), dried over magnesium sulfate and concentrated in vacuo to give 21.0 g of the product as a pale yellow oil.

1. customTo a 3-neck 500 ml round-bottom flask equipped with a magnetic stirrer
2. temperaturereflux
3. additioncondenser and addition funnel
4. temperatureThe mixture was heated
5. temperatureto reflux
6. temperatureto maintain a brisk reflux
7. additionAfter the addition
8. temperaturethe solution was heated
9. temperatureat reflux for 1 hour
10. washThe mixture was then washed with water (1×50 ml), 1.0N hydrochloric
11. dry with materialsolution (1×50 ml), saturated sodium bicarbonate solution (1×50 ml), saturated sodium chloride solution (1×50 ml), dried over magnesium sulfate
12. concentrationconcentrated in vacuo

ORDレコード

ord-0d9e14eb7a1949a3b033bafefab08f1a

出典データセット

uspto-grants-1989_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04846873