HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-(4-Chloro-benzenesulfonyl)-3-methyl-dihydrofuran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(4-Chlorobenzenesulfonyl)-dihydro-furan-2-one | HCID 56732788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-Chloro-benzenesulfonyl)-3-methyl-dihydrofuran-2-one | HCID 58280574 | — |
Reaction Steps
To a mixture of 3-(4-chlorobenzenesulfonyl)-dihydro-furan-2-one (0.599 g; 2.29 mmol) in DMF (5 mL) at 0-5° C. was added portionwise NaH (0.23 g of a 60% dispersion in mineral oil; 5.74 mmol). The mixture stirred 30 minutes and iodomethane (0.43 mL; 6.89 mmol) was added. The reaction warmed to room temperature while stiffing overnight and was quenched with water. The solid was filtered and dried in vacuo to provide the desired product. Wt 0.488 g. 1H NMR (CDCl3) δ 7.82 (d, 2H), 7.56 (d, 2H), 4.56 (m, 1H), 4.39 (m, 1H), 3.32 (m, 1H), 2.42 (m, 1H), 1.51 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178568B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c6143190dc594a5cb2265798165d8af5 |
| Source note | uspto-grants-2012_05 |