HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methoxyaniline → (3-Methoxy-phenylamino)-phenyl-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methoxyaniline | HCID 10824 | — |
| Reactant | Bromo(phenyl)acetic acid | HCID 97919 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Methoxy-phenylamino)-phenyl-acetic acid | HCID 2759625 | 99% |
Reaction Steps
A solution of 2-bromo-2-phenylacetic acid (0.5 g, 2.28 mmol) and 3-methoxyaniline (0.54 mL, 4.56 mmol) in THF (12 mL) is refluxed for 4 hours. Solvent is removed under vacuum, the residue is taken up with 1M HCl and extracted with EtOAc. The organic phase is dried (Na2SO4), filtered and evaporated. The crude is purified by flash chromatography (DCM/MeOH=98/2 to 9/1) to obtain intermediate I116 as a white solid (0.58 g, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455646B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-cff312573e78462797e12a5be8d5e502 |
| Source note | uspto-grants-2013_06 |