HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 21700356, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzoxazole | HCID 11986 | — |
| Reactant | (R)-3-Pyrrolidinol | HCID 2759337 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21700356 | HCID 21700356 | 41.1% |
Reaction Steps
To a stirring solution of 5.1 mL (44.6 mmol) of 2-chlorobenzoxazole in 35 mL of THF at 0° C. was added 4.28 g (49.0 mmol, 1.1 equiv.) of (R)-3-hydroxypyrrolidine and 4.42 mL (32 mmol, 0.72 equiv.) of triethylamine. The resulting solution was stirred 12 h at RT, the precipitate was filtered, washed with THF (3×5 mL), and the filtrate concentrated in vacuo. Purification by silica gel flash column chromatography using hexane/EtOAc 1/1 to EtOAc as eluent afforded 3.74 g of the title compound: low resolution MS (ESP) m/e 205 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06294580B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-80986e6b086a453e992794a01c89b5da |
| Source note | uspto-grants-2001_09 |