HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2,4-Dichlorophenoxy)Acetic Acid → HCID 1019273, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2,4-Dichlorophenoxy)Acetic Acid | HCID 1486 | — |
| Reactant | Methyl Anthranilate | HCID 8635 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 1019273 | HCID 1019273 | 66.6% |
Reaction Steps
To (2,4-dichloro-phenoxy)-acetic acid (110.6 mg, 0.5 mmol), 2-aminobenzoic acid methyl ester (151.2 mg, 1.0 mmol), and benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate (pybop) (520.3 g, 1.0 mmol) in DMF (5 mL) was added N,N-diisopropylethylamine, redistilled (DIPEA) (0.17 mL, 1.0 mmol). The mixture was stirred overnight and then partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by silica gel flash column chromatography (n-Hexane:Ethyl acetate:MeOH=6:3:1) to give 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-benzoic acid methyl ester as a white solid (118.0 mg, 66.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a22a9d207fd94995aa9660d38f3cfc36 |
| Source note | uspto-grants-2013_03 |