HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-(2-chlorobenzyloxy)-3,4-dihydro-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chlorobenzyl chloride | HCID 11906 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4-dihydro-7-hydroxy-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone | HCID 54235510 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-(2-chlorobenzyloxy)-3,4-dihydro-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone | HCID 54012263 | 96.7% |
Reaction Steps
To a suspension of 32 mg of sodium hydride (about 60%) in 10 ml of dimethylformamide was added 100 mg of 3,4-dihydro-7-hydroxy-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone, and the resultant mixture was stirred for 15 minutes. Then, 95 mg of 2-chloromethylchlorobenzene was added to the mixture, which was stirred at room temperature for 20 hours. After finishing the reaction, the mixture was mixed with water and shaken with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The resultant residue was chromatographed on a column of silica gel, eluting with ethyl acetate to give 144 mg of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05304556 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-a38e8921db0a4d739b100b2b687cba2b |
| Source note | uspto-grants-1994_04 |