HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-(4-Chloropyrimidin-5-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Ethyl 2-(4-chloropyrimidin-5-YL)acetate | HCID 46856293 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-Chloropyrimidin-5-yl)acetic acid | HCID 22987930 | 83.1% |
Reaction Steps
To a solution of 0.6 g (3 mmol) of ethyl (4-chloro-5-pyrimidinyl)acetate from Step A above in 0.5 mL of water and 1.5 mL of ethanol was added 215 mg (5.11 mmol) of lithium hydroxide hydrate. The reaction mixture was stirred at ambient temperature for 2 h then concentrated in vacuo to remove all volatiles. The residue was diluted with 7 mL of 2.0 M aqueous hydrogen chloride and then concentrated in vacuo to remove all volatiles to yield the title compound (0.43 g, 83%). 1H-NMR (500 MHz, CD3OD) δ: 8.88 (s, 1H), 8.70 (s, 1H), 3.96 (s, 2H). LC-MS: m/z (E/S) 173 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247415B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-ae44a18c2b7849cd93d1e9a7f2cb9037 |
| Source note | uspto-grants-2012_08 |