HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylene → 2-Chloro-3,3-dimethyl-2-(2,2,2-trichloroethyl)cyclobutan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylene | HCID 8255 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4,4,4-Tetrachlorobutanoyl chloride | HCID 3017831 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 2-Chloro-3,3-dimethyl-2-(2,2,2-trichloroethyl)cyclobutan-1-one | HCID 12546545 | 60.2% |
Reaction Steps
In an autoclave, 280 g of isobutylene are added under pressure to 122 g (0.5 mole) of 2,4,4,4-tetrachlorobutyryl chloride in 600 ml of cyclohexane. A solution of 51 g (0.5 mole) of triethylamine in 500 ml of cyclohexane is then pumped in at 65° C. The reaction mixture is then kept for 3 hours at 65° C. The precipitated hydrochloride of triethylamine is collected by filtration and the filtrate is concentrated. The resulting crystals are collected by filtration, affording 79.4 g of 2-chloro-2-(2',2',2'-trichloroethyl)-3,3-dimethylcyclobutan-1-one with a melting point of 75°-76° C. (60% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04255351 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-882b634bda92417ba32e4498f90b8a76 |
| Source note | uspto-grants-1981_03 |