HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Amino-5-bromobenzofuran-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Ethyl 6-amino-5-bromobenzofuran-3-carboxylate | HCID 89428742 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Amino-5-bromobenzofuran-3-carboxylic acid | HCID 90332419 | 97.6% |
Reaction Steps
To a solution of the compound ethyl 6-amino-5-bromobenzofuran-3-carboxylate (58 g, 204 mmol) in 1,4-dioxane and H2O (850 mL and 150 mL) was added LiOH.H2O (42.8 g, 1.02 mol). The reaction mixture was refluxed for 2 hours, and then 400 mL H2O was added to the reaction mixture. After acidifying to pH 4˜5 with HCl, the resulting solid was filtered to give 6-amino-5-bromobenzofuran-3-carboxylic acid (51 g, yield: 97%). 1H-NMR (400 MHz, DMSO-d6) δ 8.36 (s, 1H), 7.87 (s, 1H), 7.02 (s, 1H), 5.51 (br s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242998B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-2dc06e2f60454f269264f39842de89c5 |
| Source note | uspto-grants-2016_01 |