HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-Tert-butoxycarbonyl-4-(4-chlorophenyl)-4-methoxypiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 4-(4-chlorophenyl)-4-hydroxypiperidine-1-carboxylate | HCID 21997555 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Tert-butoxycarbonyl-4-(4-chlorophenyl)-4-methoxypiperidine | HCID 21997578 | — |
Reaction Steps
790 mg tert-butyl 4-(4-chlorophenyl)-4-hydroxypiperidine-1-carboxylate are placed in 5 ml dimethylformamide and 193 mg sodium hydride (60% in mineral oil) are added. The reaction mixture is stirred for 30 min at ambient temperature, then 267 μl methyl iodide are added. After 1 h the reaction mixture is poured onto ice and the product is extracted with diethyl ether. 650 mg product are obtained in the form of an oil. Analytical HPLC-MS (method B): RT==1.88 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09161927B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-cdc554d68b4d46b89904bc7470e0d1a7 |
| Source note | uspto-grants-2015_10 |