HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → 7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one | HCID 44203201 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-one | HCID 66632107 | 63.3% |
Reaction Steps
A mixture of intermediate 19 (326 mg, 2 mmol), 1,3-dibromopropane (0.62 mL, 6 mmol) and anhydrous K2CO3 (276 mg, 2 mmol) was dissolved in 4 mL of EtOH and the solution was heated to reflux and stirred overnight. The mixture was diluted with water and extracted with EtOAc. The combined EtOAc layers were washed with water, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with PE/EtOAc=5:1) to give 7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-one (intermediate 20) (360 mg, 63%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156822B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-9ae128d141b04e8fa73cde50c86406a2 |
| Source note | uspto-grants-2015_10 |