Propanal → HCID 20364861, compound

A mixture of 16.3 g of propionaldehyde and 20.2 g of 2-methylene-1,3-propanediol in 1200 ml of hexane containing 0.1 g p-toluenesulfonic acid was stirred thoroughly and the mixture was heated under reflux for two hours while 5.3 g of by-product water was collected in a Dean-Stark trap. The mixture was cooled, concentrated by evaporation under reduced pressure to 50 ml and then treated with 200 ml of ether. The ethereal solution was washed with 75 ml of ten percent sodium carbonate and two 75-ml portions of water, after which it was dried over MgSO4 and concentrated to an oil. Distillation of the oil gave 21.5 g of 2-ethyl-5-methylene-1,3-dioxane, b.p. 68° C/41 mm Hg.

1. temperaturethe mixture was heated
2. customwas collected in a Dean-Stark trap
3. temperatureThe mixture was cooled
4. concentrationconcentrated by evaporation under reduced pressure to 50 ml
5. additiontreated with 200 ml of ether
6. washThe ethereal solution was washed with 75 ml of ten percent sodium carbonate and two 75-ml portions of water
7. dry with materialafter which it was dried over MgSO4
8. concentrationconcentrated to an oil
9. distillationDistillation of the oil

ORD record

ord-e3627fbfcb724526960b07d3996efd93

Source dataset

uspto-grants-1977_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04059594