HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 2-(3-Bromophenyl)-2,2-difluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 2-(3-bromophenyl)-2,2-difluoroacetate | HCID 53419381 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | 2-(3-Bromophenyl)-2,2-difluoroacetic acid | HCID 28740330 | 95.8% |
Reaction Steps
Lithium hydroxide (0.13 g, 3.12 mmol) is added to a solution of (3-bromo-phenyl)-difluoro-acetic acid ethyl ester (0.29 g, 1.04 mmol) in methanol/water (8 mL, 3:1) and the reaction mixture is stirred overnight at room temperature. The mixture is diluted with water and volatiles are removed in vacuo. The aqueous is extracted once with diethyl ether, acidified to pH 2, and extracted twice with ethyl acetate. The combined extracts are dried over magnesium sulfate, filtered and concentrated in vacuo to afford (3-bromo-phenyl)-difluoro-acetic acid (250 mg), which is used in the next step without further purification. LCMS: RT=2.26 minutes; MS: 249, 251(M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193183B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-d0888d7a094f4da3b2891b2a8de1293c |
| Source note | uspto-grants-2012_06 |