HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2-Methoxyphenyl)propionic acid 2-(toluene-4-sulfonyl)ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-(o-Methoxyphenyl)propionic acid | HCID 80652 | — |
| Reactant | Ethanol, 2-[(4-methylphenyl)sulfonyl]- | HCID 89682 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(2-Methoxyphenyl)propionic acid 2-(toluene-4-sulfonyl)ethyl ester | HCID 20786444 | 88% |
Reaction Steps
A mixture of 3-(2-methoxyphenyl)propionic acid (5.0 g, 27.8 mmol), 2-(p-toluenesulfonyl)ethanol (5.5 g, 27.8 mmol), and p-toluenesulfonic acid hydrate (p-TsOH.H2O) (0.5 g) in 100 mL of toluene was refluxed with Dean-Stark trap for 5 h. Then water was added and the mixture was extracted with CH2Cl2. The combined organic layers were washed with saturated NaHCO3 solution (2×), dried over MgSO4, and concentrated to give 3-(2-methoxyphenyl)propionic acid 2-(toluene-4-sulfonyl)ethyl ester (Intermediate 59, 5.5 g, 88%) as a light brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06897227B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-116cb1b7e76345cf9d20877c1b849082 |
| Source note | uspto-grants-2005_05 |