HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 22241259, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 2-(Hydroxymethyl)-1-methylquinolin-4(1H)-one | HCID 15733018 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22241259 | HCID 22241259 | — |
Reaction Steps
A solution of 1-methyl-4-oxo-1,4-dihydroquinolin-2-ylmethanol (112 mg, 0.592 mmoles, Coppola, G. M. J. Heterocyclic Chem., 1986, 23, 1717) and phosphorous tribromide (56.2 uL, 0.592 mmoles) in 3:1 CH2Cl2: DMF (20 mL) is stirred 18 hours and another portion (20 mL) of phosphorous tribromide is added. After 24 hours distilled water (10 mL) is added and extracted with EtOAc. The organic layer is concentrated and the resulting residue purified by column chromatography (silica, 20:1 CH2Cl2:MeOH) to yield the title compound as a white solid. MS (ESI) 252, 254 (M+H)+, Br pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07005440B1 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-53ed94e8c6834ad08b3287ad68675245 |
| Source note | uspto-grants-2006_02 |