Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 89581116 | HCID 89581116 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89580720 | HCID 89580720 | 89.2% |
Reaction Steps
A mixture of methyl 4-(1-(4-cyanophenoxy)ethyl)benzoate (370 mg, 1.3 mmol), lithium hydroxide monohydrate (571 mg, 13.6 mmol), tetrahydrofuran (45 mL), methanol (15 mL) and water (15 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 (55 mL×3). The combined organic phase was dried by sodium sulfate, then filtered. The filtrate was evaporated in vacuo to give 4-(1-(4-cyanophenoxy)ethyl)benzoic acid (310 mg, 74%) as a white solid. LRMS (M+H+) m/z: cald 267.09. found 267.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206128B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-1aa22655f8fb4d5e8ac97d80357f8add |
|---|
| Source note | uspto-grants-2015_12 |
|---|