HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (R)-tert-Butyl 3-methoxypyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate | HCID 6544479 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-tert-Butyl 3-methoxypyrrolidine-1-carboxylate | HCID 34179484 | — |
Reaction Steps
(R)-3-Hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (Sigma-Aldrich) (1.04 g, 5.55 mmol) was methylated and purified in a similar way to Preparation 67 using 60% sodium hydride dispersion (267 mg, 6.68 mmol) and methyl iodide (0.5 mL, 8.06 mmol) in DMF (15 ml). δH (CDCl3): 1.50 (9H, s), 1.94-2.02 (2H, m), 3.37 (3H, s), 3.38-3.58 (4H, m), 3.95 (1H, m); Rf 0.47 (ethyl acetate/hexane: 1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158622B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-a927e90ade9f436b812cb4e335c2f475 |
| Source note | uspto-grants-2012_04 |