HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(4-Formylphenoxy)ethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Benzaldehyde, 4-(2-hydroxyethoxy)- | HCID 89178 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Formylphenoxy)ethyl methanesulfonate | HCID 22288650 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Methanesulfonylchloride (3.3 mL) was added dropwise over 5 min to a solution of 4-(2-hydroxyethoxy)benzaldehyde (example 108, step a) (6.4 g) and triethylamine (6.4 mL) in DCM (30 mL) at 0° C. under argon. The resulting mixture was stirred at 0° C. for 10 min and then at RT for 1 h. The reaction mixture was washed with brine (2×30 mL), dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by silica gel chromatography eluting with 40-50% EtOAc in petroleum ether (40-60° C.) to give the subtitled compound as a viscous yellow oil. Yield 8.87 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629271B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-94e23e74542148ee9a5ded243d4b3818 |
| Source note | uspto-grants-2014_01 |