HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (1R,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | Dihydroabietic acid | HCID 227277 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,7,10a-decahydrophenanthrene-1-carbonyl chloride | HCID 88415966 | 93.3% |
Reaction Steps
A mixture of dihydroabietic acid (1.0 eq. 9.95 mmol), phosphorous (III) chloride (1.1 eq. 10.95 mmol) and DMF (0.1 ml) is refluxed overnight in THF (20 ml). The reaction mass is filtered under suction and concentrated under vacuum to give 2.98 g (93%) yellow oil. The compound is used immediately for the next step without any purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785502B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-56121c6b026d4937a41bbe65d50eda61 |
| Source note | uspto-grants-2014_07 |