HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → HCID 131734531, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | (S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate | HCID 53393313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131734531 | HCID 131734531 | 86.9% |
Reaction Steps
To a mixture of methyl((3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetate (10 g) in THF (dry) (192 mL) was added N-chlorosuccinimide (6.41 g) portionwise at 0° C. The mixture was stirred at room temperature over weekend. The mixture was quenched with water and extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (10.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-c9f1c5622b4b407eb7d7d85b9d9b2520 |
| Source note | uspto-grants-2016_01 |