Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 89584978 | HCID 89584978 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89581520 | HCID 89581520 | 76.4% |
Reaction Steps
A mixture of (S)-methyl 4-(1-phenoxyethyl)benzoate (0.7 g, 2.7 mmol), lithium hydroxide monohydrate (571 mg, 13.6 mmol), tetrahydrofuran (15 mL), methanol (5 mL) and water (5 mL) was stirred at 20° C. for 4 hours. The mixture was neutralized to pH=1 with concentrated hydrochloric acid and then extracted with ethyl acetate (15 mL×3). The combined organic phase was dried by sodium sulfate, and then filtered. The filtrate was concentrated in vacuo to give (S)-4-(1-phenoxyethyl)benzoic acid (0.5 g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206128B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-f43c1da99b744ea28712d5e36d688b13 |
|---|
| Source note | uspto-grants-2015_12 |
|---|