HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Ethyl 2,2-dimethyl-3-[(methylsulfonyl)amino]-3-oxopropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 3-Ethoxy-2,2-dimethyl-3-oxopropanoic acid | HCID 231754 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2,2-dimethyl-3-[(methylsulfonyl)amino]-3-oxopropanoate | HCID 58728441 | 67% |
Reaction Steps
3-Ethoxy-2,2-dimethyl-3-oxopropanoic acid (100 mg, 0.624 mmole) was added to a stirring suspension of 2.5 equivalents of PS-DCC from Argonaut and 3 equivalents of dimethylaminopyridine in DCM. To this was added methanesulfonamide (41.6 mg, 0.437 mmole). The solution was filtered of and concentrated to give 69.3 mg of ethyl 2,2-dimethyl-3-[(methylsulfonyl)amino]-3-oxopropanoate (67% yield crude). MS ES− 236 (M−H). 1H NMR (300 MHz, Chloroform-d) δ ppm 1.4 (t, J=6.7 Hz, 3H), 1.6 (s, 6H), 3.3 (m, 3H), 4.3 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07645771B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-3747be02fe8f43b9a6c5a833706ba13f |
| Source note | uspto-grants-2010_01 |