HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 2-Azido-1-(4-tert-butylphenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-Bromo-1-(4-tert-butylphenyl)ethan-1-one | HCID 2324770 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-Azido-1-(4-tert-butylphenyl)ethanone | HCID 86609611 | 85.3% |
Reaction Steps
To a solution of the product of Example 1A (985 mg, 3.86 mmol) in 45 mL acetone was added NaN3 (0.505 g, 7.07 mmol), and the mixture stirred overnight at room temperature. The reaction mixture was poured into saturated NaCl solution and extracted with dichloromethane. The extracts were washed with saturated NaCl solution, dried over Na2SO4, and concentrated in vacuo to afford the title compound as a yellow oil (715 mg, 85%). 1H NMR (DMSO-d6) δ 7.88 (d, 2H, J=8.5 Hz), 7.57 (d, 2H, J=8.5 Hz), 4.86 (s, 2H), 1.31 (s, 9H); MS (ESI+) m/z 218 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504520B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-5d6baec4e8404978a184d19e768cdbb6 |
| Source note | uspto-grants-2009_03 |