HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86652394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 58218800 | HCID 58218800 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86652394 | HCID 86652394 | — |
Reaction Steps
MsCl (105 μL, 1.35 mmol) was added to a cooled (0° C.) solution of 1-(2,6-dimethyl-phenyl)-3-hydroxymethyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester (prepared from step a, 250 mg, 0.9 mmol) and Et3N (375 μL, 2.7 mmol) in THF (5 mL). The resulting reaction mixture was stirred overnight at room temperature. Water (10 mL) was added and extracted with EtOAc (3×25 mL). The combined organic layer was washed with water (50 mL), brine (50 mL), dried (Na2SO4) and evaporated. The obtained crude product 1-(2,6-dimethyl-phenyl)-3-methanesulfonyloxymethyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester was used as such for the next step. LC-MS: Rt (retention time): 1.73 min, MS: (ES) m/z 356.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293925B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-119ab8e7e7044d9da93bdde271d571a3 |
| Source note | uspto-grants-2012_10 |