HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 89246847, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | HCID 57824577 | HCID 57824577 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 89246847 | HCID 89246847 | 91.8% |
Reaction Steps
Compound 36.2 (300 mg, 0.86 mmol) was dissolved in 8.6 mL anhydrous pyridine, and treated with TMSCl (1.09 mL, 8.6 mmol). The mixture was stirred for 1 h, and then treated with BzCl (1.0 mL, 8.6 mmol), stirred for overnight. MeOH was added to the mixture after the reaction was completed. The mixture was stirred for another 5 min and then concentrated under reduced pressure. The residue was dissolved in EtOAc, washed with sat. NaHCO3 twice and the organic layer was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography eluting with 50% EtOAc in hexane to give compound 36.3 (357 mg, 74% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324179B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-febc01c9870c4b4998773303a4bbeef6 |
| Source note | uspto-grants-2012_12 |