HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (1R)-Camphoric anhydride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Camphoric Acid | HCID 101807 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R)-Camphoric anhydride | HCID 68989 | 90.1% |
Reaction Steps
DIEA (8.0 g) was added to a suspension of (1R,3S)-camphoric acid (5.0 g) and BOP Reagent (11.1 g) in THF (50 ml) at room temperature. The mixture was stirred for 4 hr. and the solvent was removed in vacuo. The residue was extracted with AcOEt and the extract was washed with 5% HCl, sat. NaHCO3, and sat. LiCl, and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash chromatography on silica gel (eluent; CHCl3) to give (1R)-camphoric anhydride (4.1 g) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482849B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-a8ed2c62fba640aa8b34eac8bd1b6d39 |
| Source note | uspto-grants-2002_11 |