HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400360Generated: October 30, 2026
Water → Methyl 4-amino-2-(3-chloropropoxy)benzoate
https://huagongshe.com/reaction/400360
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl p-aminosalicylate | HCID 77787 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-amino-2-(3-chloropropoxy)benzoate | HCID 67284899 | 94.2% |
Reaction Steps
To a solution of methyl 4-amino-2-hydroxybenzoate (500 mg, 2.99 mmol) and 1-bromo-3-chloropropane (0.294 mL, 2.99 mmol) in DMF (3 mL) was added CESIUM CARBONATE (1462 mg, 4.49 mmol). The resulting mixture was stirred at 60° C. for 6 hrs. The reaction mixture was poured into water, extracted with ethyl acetate, washed with brine, dried over MgSO4, concentrated. The crude product was purified by silica gel chromatography using a gradient of 20-50% EtOAc/Hexanes to give 686 mg (94%) methyl 4-amino-2-(3-chloropropoxy)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08741884B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-3e9365e0cb77445f848d6bb4faae9222 |
|---|
| Source note | uspto-grants-2014_06 |
|---|