HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 10891827, compound → HCID 86711989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 10891827 | HCID 10891827 | — |
| Reactant | HCID 178461630 | HCID 178461630 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86711989 | HCID 86711989 | 90.3% |
Reaction Steps
To a solution of 26 (8.80 g, 29.5 mmol) and titanium tetraisopropoxide (1.28 g, 5.90 mmol) in dry THF (100 mL) was added EtMgBr (30 mL, 90 mmol, 3.0 N in THF) at 0° C. After stirring at RT overnight, the mixture was cooled to 0° C. and quenched with NH4Cl solution. The solid was filtered off and filtrate was extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with petroleum ether/EtOAc (20:1) to afford 7.5 g (90%) of 7.5 g (90%) of (S)-1-(1-(dibenzylamino)ethyl)cyclopropanol (28). LCMS (ESI) m/z: 282.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388171B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-3ef72b1edc84457998f22a6651cc09d2 |
| Source note | uspto-grants-2016_07 |