HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Acrolein
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acrolein | HCID 7847 | — |
| Reactant | 2-Methyl-3-pentanone | HCID 11265 | — |
| Solvent | Water | HCID 962 | — |
| Product | Acrolein | HCID 7847 | — |
| Product | 2-Methyl-3-pentanone | HCID 11265 | — |
| Product | 2,6,6-Trimethyl-2-cyclohexen-1-one | HCID 88332 | — |
Reaction Steps
30 g of acrolein (boiling point about 105° C) are added dropwise in the course of 60 minutes to 150 g of ethyl isopropyl ketone and 2 g of p-toluenesulfonic acid, under reflux. The water formed is removed. After 3 hours, the unconverted starting materials are distilled off through a short column under atmospheric pressure at from 40° to 112° C. The reaction mixture ist then kept for 1 hour at an internal temperature of 200° C and is thereafter distilled under reduced pressure. 7 g of water, 3 g of acrolein, 122 g of ethyl isopropyl ketone, 22 g of 2,6,6-trimethyl-cyclohex-2-en-1-one (free from isomers) and 28 g of residue are obtained. This amounts to a yield of 57%, based on ethyl isopropyl ketone employed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04081482 |
| Source dataset | uspto-grants-1978_03 |
| ORD ID | ord-ac682e789d1d4534b67fe60e0bea0329 |
| Source note | uspto-grants-1978_03 |