HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 66995363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 65920453 | HCID 65920453 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66995363 | HCID 66995363 | 134.2% |
Reaction Steps
To a solution of tert-butyl 3-(2,3-difluorophenyl)-3-hydroxyazetidine-1-carboxylate (1.1 g, 3.86 mmol) in N,N-dimethylformamide (15 mL), was added sodium hydride (60% dispersion in mineral oil, 0.31 g, 7.7 mmol). The mixture was stirred for 20 min and methyliodide (0.29 mL, 4.63 mmol) was added. The mixture was stirred for 30 min, aqueous lithium chloride (50 ml, 5%) was added and the aqueous phase was extracted with ethyl acetate (2×50 mL). The combined organic phase was dried (Na2SO4), filtered and evaporated to give the title compound (1.55 g). MS m/z (rel. intensity, 70 eV) 299 (M+, 1), 223 (21), 169 (62), 140 (49), 57 (bp).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586572B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-23b7bf3e7d664ded99bc0eb9940db4c7 |
| Source note | uspto-grants-2013_11 |