HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → (S)-Glycidyl N-Methylsulfonyl-m-Aminophenyl Ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-{[(2S)-Oxiran-2-yl]methoxy}aniline | HCID 45091038 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-Glycidyl N-Methylsulfonyl-m-Aminophenyl Ether | HCID 86593512 | 45% |
Reaction Steps
Compound 16b-S (0.4 g, 2.4 mmol) dissolved in 20 ml anhydrous DCM, and N,N-diisopropyl-N-ethylamine (0.45 ml, 2.6 mmol) was added at 0° C. After stirring for 15 minutes, methanesulfonyl chloride (0.2 ml, 2.6 mmol) was added to the reaction mixture at 0° C. After stirring overnight, the reaction mixture was extracted with water and washed with brine. The organic phase was dried and evaporated. The residue was purified with flash chromatography using ethyl acetate:DCM (30:70) solvent to give a colorless oil (45% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375136B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-12f0b312c30941e8b6fdd8ccbb1b09c0 |
| Source note | uspto-grants-2008_05 |