Water → HCID 15939985, compound

Temperature

20 °C

90.6 g (about 113 ml) of 20% potassium hydride in oil (density about 0.8) were washed twice with n-hexane under argon, and then treated with 700 ml of dimethoxyethane. Subsequently, a solution of 56.5 g (0.34 mol) of 2-methyl-but-3-enoic acid 2-chloroethyl ester with a content of 97.5% according to GC in 175 ml of dimethoxyethane was added thereto while stirring at 20° C. within 11/2 hours, and the mixture was stirred at room temperature for 1 hour. 250 ml of water were cautiously added dropwise thereto at 0-5° C. The aqueous phase was then separated and extracted three times with three 300 ml portions, a total of 900 ml, of n-hexane. Washing of the combined organic phases with 250 ml of saturated sodium chloride solution, drying and concentration gave a yellow liquid (50.5 g; GC: 83.4%), which, after the addition of 40 mg of 2,6-di-tert.butyl-p-cresol, was fractionated on a Vigreux column (20cm). This gave, at a boiling temperature of 93-94° C./19 mbar, 28.22 g (66% yield) of 2-(1-methyl-allylidene)-[1,3]dioxolane as a colourless oil with a content of 100% according to GC.

1. wash90.6 g (about 113 ml) of 20% potassium hydride in oil (density about 0.8) were washed twice with n-hexane under argon
2. additiontreated with 700 ml of dimethoxyethane
3. additionwas added
4. stirringthe mixture was stirred at room temperature for 1 hour
5. customat 0-5° C
6. customThe aqueous phase was then separated
7. extractionextracted three times with three 300 ml portions
8. washWashing of the combined organic phases with 250 ml of saturated sodium chloride solution
9. customdrying
10. concentrationconcentration
11. customgave a yellow liquid (50.5 g; GC: 83.4%), which

ORD record

ord-e53ab16122e547cda78c6ef16af19367

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05986113