HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → N,N-Dimethyl-4-(1,2,3,4-tetrahydro-isoquinolin-7-yloxy)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 7-(4-Dimethylcarbamoyl-phenoxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester | HCID 58493902 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | HCID 178418361 | HCID 178418361 | — |
| Product | N,N-Dimethyl-4-(1,2,3,4-tetrahydro-isoquinolin-7-yloxy)-benzamide | HCID 58493883 | — |
Reaction Steps
A mixture of 10% palladium on carbon (1.50 g), 7-(4-dimethylcarbamoyl-phenoxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (2 mL), and ethanol (200 mL) is shaken in hydrogen atmosphere (3 bar) at room temperature for 2 h. Then the catalyst is separated by filtration and the filtrate is concentrated. The residue is purified by chromatography on silica gel (methanol/methanol containing 1% ammionia 1:0→0:1) to furnish the title compound that is precipitated from dioxane with 6 M HCl in dioxane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309597B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-a27e83bd9fe247f788240b39a8d6ae52 |
| Source note | uspto-grants-2012_11 |