HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 68432352, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | Tert-butyl 3-(hydroxymethyl)-3-methylpiperidine-1-carboxylate | HCID 22258928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68432352 | HCID 68432352 | 64.2% |
Reaction Steps
A solution of 0.37 g (1.60 mmol) of (rac)-3-hydroxymethyl-3-methyl-piperidine-1-carboxylic acid tert-butyl ester (intermediate 30B) and 0.20 ml (3.20 mmol) of iodomethane in 15 ml of DMF was treated at 0° C. with 0.08 g (1.92 mmol) of NaH (55% in oil). The reaction was stirred for 2 h at 0° C., neutralized with cold aqueous 10% KHSO4 and extracted with Et2O (3×). The organic phases were washed with aqueous saturated NaHCO3, aqueous 10% NaCl, dried over Na2SO4 evaporated and purified by flash silica gel column (n-heptane/EtOAc 95:5) to yield 0.25 g (64%) of the title compound as colorless liquid. MS: 244.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632829B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-4eabf206894a443792c417e0d64a2f74 |
| Source note | uspto-grants-2009_12 |