HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S)-2-Ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | ethyl(2S)-2-ethoxy-3-[4-(2-[4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate | HCID 86607017 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | (2S)-2-Ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoic acid | HCID 11211977 | 83.1% |
Reaction Steps
Lithium hydroxide (27 mg, 1.15 mmol) was added to a solution of ethyl(2S)-2-ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate (167 mg, 0.38 mmol) in THF/water 4:1 (5 mL). The reaction mixture was stirred at room temperature overnight and 1 M HCl (2 mL) was added. The THF was removed under reduced pressure. The aqueous phase was diluted with water and extracted three times with CH2Cl2 in a Phase Separator. The combined organic layers were evaporated. The residue was purified by preparative HPLC to give the product as a colorless oil (129 mg, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07309720B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-c29b94ca3fbb4a178a87b40ad58dd59e |
| Source note | uspto-grants-2007_12 |