HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{[(2,4-Dichlorophenoxy)acetyl]amino}benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 4-{[(2,4-dichlorophenoxy)acetyl]amino}benzoate | HCID 4572426 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-{[(2,4-Dichlorophenoxy)acetyl]amino}benzoic acid | HCID 668138 | 70.6% |
Reaction Steps
4-[2-(2,4-dichloro-phenoxy)-acetylamino]-benzoic acid methyl ester (127.7 mg, 0.36 mmol) in THF/H2O (3:1, 9 mL) was treated with LiOHH2O (30.2 mg, 0.72 mmol) at room temperature. The reaction mixture was then acidified with 10% HCl to PH 2, and added ethyl acetate and brine. The organic phase was washed with water, dried (MgSO4 anh), and concentrated. The residue was purified by silica gel column chromatography (CH2Cl2:MeOH=4:1) to give 4-[2-(2,4-dichloro-phenoxy)-acetylamino]-benzoic acid as a white solid (86.4 mg, 70.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-1f95f7ae860348f5a486719cec0b3d3e |
| Source note | uspto-grants-2013_03 |