HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 5-azidopentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Methyl 5-bromovalerate | HCID 79557 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 5-azidopentanoate | HCID 14562330 | 100.1% |
Reaction Steps
Add sodium azide (12.5 g, 193 mmol) to a rapidly stirred solution of methyl 5-bromovalerate (25.08 g, 129 mmol) in DMSO (200 mL, anhydrous). Stir at room temperature overnight under N2. Add water (400 mL) and stir for 30 minutes. Extract with Et2O (×3) and wash combined Et2O layers with brine (×3). Dry organic layer over MgSO4 and concentrate to give the title compound (20.3 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765796B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-6330a2cef44142a79c7474e5397896b3 |
| Source note | uspto-grants-2014_07 |