HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1346819-23-5
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Bromo-1,3-thiazole-2-carbaldehyde | HCID 26370427 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1346819-23-5 | HCID 66222830 | — |
Reaction Steps
To an ice cold solution of 5-bromothiazole-2-carbaldehyde (3 g, 15.6 mmol) in diethyl ether (20 mL) was added a THF solution of MeMgBr (3M, 50 ml, 150 mmol). Solid was produced rapidly. LCMS showed a new product with desired mass. The reaction was quenched with saturated aqueous ammonium chloride solution, extracted with ethyl acetate, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by ISCO CombiFlash® chromatography eluting 10-40% ethyl acetate in heptanes. The title compound was obtained as a viscous yellow oil (3.25 g, 62% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916593B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-c85fe61427a74e27b5dd459493e693a5 |
| Source note | uspto-grants-2014_12 |