HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-(4-(Quinolin-2-ylmethoxy)phenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Ethyl 2-(4-(quinolin-2-ylmethoxy)phenyl)acetate | HCID 58368005 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-(Quinolin-2-ylmethoxy)phenyl)acetic acid | HCID 14500235 | 43.8% |
Reaction Steps
To a solution of ethyl 2-(4-(quinolin-2-ylmethoxy)phenyl)acetate (25 g, 0.07 mol) in 1:1 (MeOH:THF) (400 mL) were added LiOH.H2O (6.3 g, 0.38 mol) and water (50 mL). The mixture was then stirred at RT for 1 h. The reaction mixture was then concentrated in vacuo. The residue was then acidified with aqueous HCl (1N) and extracted with EtOAc (2×300 mL). The combined organic layers were washed with water, dried over Na2SO4 and concentrated in vacuo to afford 2-(4-(quinolin-2-ylmethoxy)phenyl)acetic acid (9.0 g, 40%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071595B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-e15f687a9b5f4b459707e3516a067da1 |
| Source note | uspto-grants-2011_12 |