HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane methanol → (R)-methyl 6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | (R)-6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoic acid | HCID 86667070 | — |
| Solvent | Trimethylsilyldiazomethane | HCID 167693 | — |
| Product | (R)-methyl 6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoate | HCID 86667072 | 83% |
Reaction Steps
To a solution of crude (R)-6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoic acid (0.163 g, 0.552 mmol) in 10 mL of dichloromethane/methanol (4:1), trimethylsilyldiazomethane was added dropwise until the solution became yellow. After stirred at room temperature under N2 for 30 min, the reaction mixture was concentrated under reduced pressure. The product was isolated by Flash column chromatography (silica gel column) eluting with 0-100% dichloromethane/hexanes to give the title compound as colorless oil (0.141 g, 83% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242174B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-1d56054f55494af887f945960f4ef23d |
| Source note | uspto-grants-2012_08 |