HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | tert-Butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamate | HCID 86614253 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amine | HCID 28109796 | 99% |
Reaction Steps
To tert-butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamate (253 mg, 0.961 mmol) was added a 4.00 M solution of HCl in 1,4-dioxane (5.00 mL) and the mixture was stirred for 10 min, after which a white solid crashed out. The suspension was concentrated in vacuo and co-evaporated with toluene to afford a white solid, which was dissolved in H2O. The solution was adjusted to pH 10. via addition of Na2CO3. The mixture was then extracted with Et2O (3×30 mL) and the organic extracts were concentrated in vacuo to afford the title compound (150. mg, 99%). LC/MS: Rt=0.85 min, ES+ 164 (AA standard).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901136B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-3720657a6eb843e58a5e088e89182707 |
| Source note | uspto-grants-2014_12 |