HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylimidazole → HCID 57550248, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | (4S)-4-(hydroxymethyl)azetidin-2-one | HCID 10964424 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57550248 | HCID 57550248 | 26% |
Reaction Steps
(4S)-4-(hydroxymethyl)azetidin-2-one a39 (0.41 g, 4.6 mmol, 1 eq) and N-methylimidazole (1.1 ml, 14 mmol, 3.5 eq) are dissolved in dimethylformamide (5 ml) at 0° C. A solution of p-toluenesulfonyl chloride a40 (0.85 g, 4.4 mmol, 4 eq) in dimethylformamide (1 ml) is added dropwise. After 2 h, diethyl ether and water are added. The organic phase is separated, dried over magnesium sulfate and concentrated under reduced pressure to give 0.27 g of crude [(2S)-4-oxoazetidin-2-yl]methyl 4-methylbenzenesulfonate a41.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943605B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-69e7aef9438e4ba5af81b53b84e62747 |
| Source note | uspto-grants-2011_05 |