HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamine | HCID 10998153 | — |
| Reactant | 3-Bromonaphthalene-2-carboxylic acid | HCID 12226353 | — |
| Catalyst | Cupric acetate monohydrate | HCID 165397 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid | HCID 22064510 | — |
Reaction Steps
A solution containing 1.2 mmol of 3-bromonaphthalene-2-carboxylic acid, 1.19 mmol of 7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamine, 2.38 mmol of potassium acetate, 10 mg of Cu(OAc)2.H2O and 1.19 mmol of triethylamine in 17 ml of 2-propanol is refluxed for 24 hours and then concentrated under reduced pressure. The residue obtained is taken up in a 2/1 mixture of dichloromethane/1N HCl. The aqueous phase is extracted with dichloromethane and the combined organic phases are then treated in conventional manner. Chromatography of the residue over silica gel (dichloromethane) allows the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642248B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-60cc58db8b8f4133b005747252fcd923 |
| Source note | uspto-grants-2003_11 |