HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 56643814, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2(3H)-Furanone, 3-bromodihydro- | HCID 95463 | — |
| Reactant | HCID 56646685 | HCID 56646685 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 56643814 | HCID 56643814 | 32% |
Reaction Steps
To a solution of the compound of Example 46 (50 mg, 0.186 mmol) in THF (5 mL) was added sodium hydride (60% oil dispersion, 7.81 mg, 0.195 mmol) and the mixture was stirred at r.t. for 1 h. Afterwards, 2-bromo-gamma-butyrolactone (17.2 μL, 0.186 mmol) was added and the reaction was stirred overnight, quenched with water, extracted with EtOAc. The combined organic layers were washed with brine, evaporated to dryness in vacuo to afford a crude, which was purified by automated RP chromatography (Isolera®TM-Biotage; gradient buffer NH4HCO3-MeCN from 40-60 a 30-70. Yield: 32%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-75c58168f9ef40c0bbbe63f6d87c25bd |
| Source note | uspto-grants-2013_11 |