HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl methacrylate → 2-(7-Methoxynaphthalen-1-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl methacrylate | HCID 7274 | — |
| Reactant | (7-Methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile | HCID 11287102 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(7-Methoxynaphthalen-1-yl)acetonitrile | HCID 11264068 | 91% |
Reaction Steps
There are introduced into a 670 litre reactor 12.6 kg of 5% palladium-on-carbon in toluene, which is heated at reflux; then 96.1 kg of (7-methoxy-3,4-dihydro-1-naphthyl)acetonitrile dissolved in toluene are added and also 63.7 kg of allyl methacrylate. The reaction is continued at reflux and is monitored by vapour phase chromatography. When all the starting substrate has disappeared, the reaction mixture is cooled to ambient temperature and then filtered. After evaporating off the toluene, the solid residue obtained is recrystallised from an ethanol/water (80/20) mixture to yield the title product in a yield of 91% and with a chemical purity of more than 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329947B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-918a03f61a584ab5add799d355bee453 |
| Source note | uspto-grants-2012_12 |