HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2-(1-Benzothiophen-5-yl)ethoxy)propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 21990043 | HCID 21990043 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(2-(1-Benzothiophen-5-yl)ethoxy)propionic acid | HCID 21990080 | 85.4% |
Reaction Steps
In 22.8 mL of toluene was dissolved 7.60 g of tert-butyl 3-[2-(1-benzothiophen-5-yl) ethoxy]propionate, and 94 mg of p-toluenesulfonic acid monohydrate was added thereto, after which the resulting mixture was refluxed for 6 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was crystallized from a toluene-cyclohexane mixture (1:4, 23 mL) to obtain 5.30 g of 3-[2-(1-benzothiophen-5-yl)ethoxy]propionic acid as light-red crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07468443B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-8cc4ee771b844d9aab5b861409109eae |
| Source note | uspto-grants-2008_12 |