HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | methyl (2S)-3-hydroxy-2-methylpropanoate | HCID 10192563 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoate | HCID 11608092 | 100% |
Reaction Steps
3 g (25.3 mmol) of (S)-3-hydroxy-2-methyl-propionic acid methyl ester was dissolved in dichloromethane 50 mL, then 5.3 mL (37.9 mmol) of triethylamine was dropwise added thereto. Thereafter, 2.16 mL (27.9 mmol) of methanesulfonyl chloride was added to the solution at 0° C. After 1 hour, 200 mL of ethylacetoacetate was added to the solution and then the reaction solution was washed with water and then an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, then the residue was purified by column chromatography to give 4.97 g (25.3 mmol) of the title compound in a yield of 100%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879848B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-71898879b64a493db5528ec7feb6f1c2 |
| Source note | uspto-grants-2011_02 |