HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(3-Amino-2-hydroxy-phenyl)-furan-2-carboxylic acid hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 4-(3-Amino-2-methoxy-phenyl)-furan-2-carboxylic acid | HCID 57483825 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(3-Amino-2-hydroxy-phenyl)-furan-2-carboxylic acid hydrobromide | HCID 57483826 | 57.1% |
Reaction Steps
4-(3-Amino-2-methoxy-phenyl)-furan-2-carboxylic acid 22d (325 mg, 1.4 mmol) was dissolved in 5 mL of dichloromethane followed by dropwise addition of boron tribromide (2.8 mL, 5.6 mmol). The mixture was reacted at room temperature for 4.5 hours. 5 mL of methanol was added and then the mixture was concentrated under reduced pressure. The residue was diluted with 10 mL of ethyl acetate and stirred for 0.5 hours. The mixture was filtered and the filter cake was dried to obtain the title compound 4-(3-amino-2-hydroxy-phenyl)-furan-2-carboxylic acid hydrobromide 22e (174 mg, yield 57.1%) as a grey solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642637B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-c2593e4ffe9249e797b5125041a23a2d |
| Source note | uspto-grants-2014_02 |