HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butanal → 2-Propyl-4,7-dimethyl-4,7-dihydro-1,3-dioxepin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butanal | HCID 261 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Hexen-2,5-diol | HCID 246990 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Propyl-4,7-dimethyl-4,7-dihydro-1,3-dioxepin | HCID 21284701 | 80% |
Reaction Steps
A mixture of 580 g (5 moles) of hex-3-ene-2,5-diol, 3 g of p-toluenesulfonic acid, 360 g (5 moles) of n-butanal and 1 l of toluene was refluxed, and the resulting water of reaction (108 ml) was removed in the course of 3 h. Thereafter, the mixture was left to cool to room temperature, 10 ml of a 25% strength aqueous sodium hydroxide solution were added, the mixture was washed neutral with a little water and the toluene was removed under reduced pressure at from 50° to 60° C. The residue obtained was distilled under 0.1 mbar to give 681 g (4 moles) of 2-propyl-4,7-dimethyl-4,7-dihydro-1,3-dioxepin of boiling point 70° C./0.1 mbar.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04761489 |
| Source dataset | uspto-grants-1988_08 |
| ORD ID | ord-3cc14764d9214dbe927a098e5c6244cc |
| Source note | uspto-grants-1988_08 |