HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Benzyl [(1R)-2-methoxy-1-methylethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Benzyl ((2R)-1-hydroxypropan-2-yl)carbamate | HCID 6951254 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Benzyl [(1R)-2-methoxy-1-methylethyl]carbamate | HCID 86643350 | 71.5% |
Reaction Steps
To a solution of benzyl [(1R)-2-hydroxy-1-methylethyl]carbamate (0.5 g, 2.38 mmol) in acetonitrile (20 mL), silver oxide (3.8 g, 13.09 mmol) is added followed by the addition of methyl iodide (1.94 mL, 23.8 mmol). The resultant mixture was stirred overnight at room temperature. The insoluble salt was filtered off and the filtrate was concentrated. The residue was flashed using silica and Ethyl acetate/hexanes system as eluent to give the desired product as clear oil (0.38 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399489B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-623a13dc66014028b2ce2f1c8414dec1 |
| Source note | uspto-grants-2013_03 |