Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Isoprene | HCID 6557 | — |
| Reactant | Tert-Butyl hypochlorite | HCID 521297 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13092422 | HCID 13092422 | 73.8% |
Reaction Steps
82 g (1.2 mol) of Isoprene and 360 g of glacial acetic acid were mixed. With stirring under ice cooling and with keeping an internal temperature at 10°-15° C., 108 g (1.0 mol) of t-butyl hypochlorite were added dropwise therein. The resulting mixture was continuously stirred as it was until the yellow color of said t-butyl hypochlorite disapperared from the reaction liquid. After water (500 ml) was added into the reaction liquid, it was extracted with ether (300 ml×2). After the organic layer was washed with an aqueous solution saturated with sodium hydrogencarbonate, and thereafter with water and dried, it was concentrated under reduced pressure, thereby obtaining an oily residue. This residue was distilled under reduced pressure, whereby 120 g of the title compound were obtained. (Yield: 43%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05565586 |
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| Source dataset | uspto-grants-1996_10 |
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| ORD ID | ord-2698200f961b4654859094bd90fd540f |
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| Source note | uspto-grants-1996_10 |
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