HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylate | HCID 58234996 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid | HCID 58235051 | 91% |
Reaction Steps
Sodium hydroxide (32.6 mL, 65.19 mmol) was added to a stirred suspension of methyl 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylate (8 g, 21.73 mmol) dissolved in MeOH (42 mL) and THF (21 mL) at 0° C. The resulting suspension was stirred at room temperature for 1 h. MeOH (60 mL), THF (10 mL) and water (10 mL) were then added to help stirring. Upon completion, the reaction was cooled to 0° C. and HCl 2N was added to the suspension until pH 2. The solid was collected by filtration, washed with water, AcOEt, diethyl ether and dried with P205 under vacuum at 50° C. to give 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (7.0 g, 91%). Mass Spectrum: m/z [M+H]+=354.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530470B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-e43fbff9e46c43a5a836cd5fefbc52b6 |
| Source note | uspto-grants-2013_09 |