HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)indolin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-(+)-2-Indolinemethanol | HCID 6951186 | — |
| Reactant | 4-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride | HCID 15917496 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)indolin-2-yl)methanol | HCID 57989609 | 72% |
Reaction Steps
To a cold (0° C.) solution of (S)-indolin-2-ylmethanol (4.60 mmol, 1.2 equiv.) and triethylamine (2.5 equiv.) in dichloromethane (20 ml) was added dropwise 4-methoxy-2,6-dimethylbenzenesulfonyl chloride (3.83 mmol, 1.0 equiv.) in dichloromethane (5 ml) and the reaction mixture was stirred at room temperature for 2 h. The mixture was diluted with dichloromethane, washed successively with water and brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography. Yield: 72%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541573B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-22a154f28b114d2ea8d063a8e694a9b1 |
| Source note | uspto-grants-2013_09 |