HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 58687972, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 58687965 | HCID 58687965 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58687972 | HCID 58687972 | — |
Reaction Steps
To a solution of the compound from Step D above (880 mg, 2.41 mmol) in tetrahydrofuran (3 mL) was added sodium hydride (60 weight % dispersion in oil; 107 mg, 2.65 mmol). After 30 min at room temperature, a solution of tert-butyl(dimethyl)silyl chloride (434 mg, 2.89 mmol) was added and the reaction was then stirred for an additional 1 h. The solvent was evaporated and residue was purified by flash chromatography (silica gel; 20% ethyl acetate/hexanes as eluant) to yield the title compound. 1H NMR (400 MHz, CDCl3) δ 5.03 (s, 2H), 4.05 (s, 3H), 0.95 (s, 9H), 0.19 (s, 6H). LC/MS: 480 (M+H+2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07388019B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-7ab34348ac11423d9ea8bc1e66d90448 |
| Source note | uspto-grants-2008_06 |