HuagongsheHuagongshe Chemistry Print Report · For research reference only
Abietic Acid → Levopimaric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Abietic Acid | HCID 10569 | — |
| Reactant | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol | HCID 5280656 | — |
| Product | Levopimaric acid | HCID 221062 | — |
| Product | Neoabietic acid | HCID 221118 | — |
| Product | Palustric acid | HCID 443613 | — |
| Product | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol | HCID 5280656 | — |
Reaction Steps
Rosin from the species pinus halepensis was analyzed for content of various types of rosin acids. The rosin had an abietic acid content of 35%, a neoabietic acid content of 15%, a palustric acid content of 17.5% and a levopimaric acid content of 12.5% giving a total of rosin acids having conjugated double bonds of 80%. The rosin was dissolved in toluene to form a 25 to 30% solution. To the solution was added concentrated sulphuric acid, with stirring and cooling. Over 2 hours the temperature rose to 40°-45° C. then fell to about 30° C. The organic and acid phases separated and the organic phase was drawn off. The solvent was removed to yield a hard dimerized rosin having a softening point of from 125° to 130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05137563 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-43d93758208b4f3e9fe7b86a172d5187 |
| Source note | uspto-grants-1992_08 |