HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67296922, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86640793 | HCID 86640793 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67296922 | HCID 67296922 | 42% |
Reaction Steps
A mixture of 3-(1-hydroxycyclopropyl)-2-(tetrahydro-2H-pyran-2-yloxy)propyl methanesulfonate (1.3 g, 4.63 mmol) and NaH (0.15 g, 6 mmol, Aldrich) in 20 mL of THF was stirred at rt for 4 hrs. The reaction mixture was quenched with 5 mL of methanol. The mixture was diluted with 10 mL of water and extracted with ethyl acetate (30 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (1:10 (v/v) EtOAc/petroleum ether) to give the title compound as colorless oil (380 mg, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426585B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-5bc2b4e867ed43eab344e311f465142e |
| Source note | uspto-grants-2013_04 |