HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Methoxyphenylacetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl 4-methoxyphenylacetate | HCID 84174 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methoxyphenylacetic Acid | HCID 7690 | 97.5% |
Reaction Steps
To a solution of ethyl 2-(4-methoxyphenyl)acetate (5.0 g, 0.025 mol) in 2:2:1 MeOH:THF:H2O (50 mL) was added LiOH.H2O (5.14 g, 0.128 mol). The reaction mixture was stirred at RT for 16 h and concentrated in vacuo to obtain the crude product. The crude material was acidified with HCl (1N) to pH 2 and then the product was extracted with EtOAc (2×100 mL). The combined organic layers were washed with water, dried over Na2SO4, and concentrated in vacuo to afford 2-(4-methoxyphenyl)acetic acid (4.05 g, 94%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481534B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-47027f1b7f3a46369e23bed86f5f91c6 |
| Source note | uspto-grants-2013_07 |