Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bromide | HCID 253881 | — |
| Reactant | 4-Chloromethyl-4-methyl-oxazolidin-2-one | HCID 55303883 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86714590 | HCID 86714590 | 68.9% |
Reaction Steps
To a solution of 4-(chloromethyl)-4-methyloxazolidin-2-one (1.49 g, 9.96 mmol) in DMF (100 ml) was added sodium bromide (11.02 g, 107 mmol), and the suspension heated to 80° C. for 6 h. The suspension was concentrated in vacuo and the residue purified by flash chromatography (30% to 60% ethyl acetate in hexanes) to give the title compound as a white solid (1.33 g, 6.86 mmol, 66%). 1H NMR (CDCl3, 400 MHz) δ 1.54 (s, 3H), 3.47 (s, 2H), 4.14 (d, J=9.2 Hz, 1H), 4.35 (d, J=8.8 Hz, 1H), 6.24 (br s, 1H). LRMS (ESI/APCI): 194 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729112B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-754682a2887a4d5bb880f33d8419dba6 |
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| Source note | uspto-grants-2014_05 |
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