HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 1-Chloro-3-(1,3-dioxolan-2-yl)-3-methylbutan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-2,2-dimethyl-3-oxobutanal | HCID 13269964 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Chloro-3-(1,3-dioxolan-2-yl)-3-methylbutan-2-one | HCID 13269980 | 79.8% |
Reaction Steps
204 g (1.38 mol) of 2,2-dimethyl-4-chloro-3-keto-butanal are heated with 93 g (1.5 mols) of ethylene glycol and 0.7 g of p-toluenesulphonic acid in 400 ml of methylene chloride for 3 hours in a water separator. The organic phase is extracted with 150 ml of 5% strength sodium hydroxide solution, and thereafter with 400 ml of water. The solvent is distilled off and the residue is distilled under the vacuum from a water jet. 211 g (79.8% of theory) of 1-chloro-3-(dioxolan-2-yl)-3-methylbutan-2-one of boiling point 127°-28° C./14 mbar are obtained. ##STR24##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04747869 |
| Source dataset | uspto-grants-1988_05 |
| ORD ID | ord-d6f8baa5fb0847a59a869ca163603ef8 |
| Source note | uspto-grants-1988_05 |