HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1403899-01-3
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 6′-Chlorospiro[cyclopropane-1,3′-[3H]indol]-2′(1′H)-one | HCID 72698790 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1403899-01-3 | HCID 72698791 | 52.7% |
Reaction Steps
A mixture of 6′ chloro-spiro[cyclopropane-1,3′-[3H]indol]-2′(1′H)-one (0.291 g, 1.5 mmol) and borane-dimethyl sulfide complex in THF (2 M, 3.0 mL) was heated at reflux under nitrogen for 2 h. The mixture was cooled and MeOH (3 mL) was added dropwise (caution!). The resulting mixture was heated at reflux for 2 h, then was cooled and solvent evaporated in vacuo. Chromatography (SiO2; gradient elution with 0-100% Et2O in petrol) gave the title compound (0.142 g). MS: [M+H]+=180.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018214B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-591e33db7ac24a28b307ca4401e38525 |
| Source note | uspto-grants-2015_04 |