HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(2-Hydroxyethyl)phenethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-[3-(2-Hydroxyethyl)phenyl]ethanol | HCID 10080741 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2-Hydroxyethyl)phenethyl methanesulfonate | HCID 58168533 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Methanesulfonyl chloride (0.67 mL) in DCM (2 mL) was added dropwise to a stirred solution at 0° C. of 2,2′-(1,3-phenylene)diethanol (1.30 g) and triethylamine (1.36 mL) in DCM (30 mL). The reaction mixture was stirred for 1 hour at 0° C. and then washed with water. The aqueous layer was re-extracted with DCM and the combined organic phases were dried, filtered and the solvent evaporated under reduced pressure. The crude product was purified by flash silica chromatography using 3% methanol in dichloromethane as solvent. Fractions containing the product were evaporated to dryness to afford the titled compound. Yield 0.52 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476265B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e5b6d89f30164207837c89940d50bb68 |
| Source note | uspto-grants-2013_07 |