HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfate → 1,6-Dimethyl-1,2,3,4-tetrahydroquinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-Methyl-3,4-dihydroquinolin-2(1H)-one | HCID 15270575 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,6-Dimethyl-1,2,3,4-tetrahydroquinolin-2-one | HCID 20546933 | 98% |
Reaction Steps
Analogously to Example 13(b) of 9.6 g of 6-methyl-1,2,3,4-tetrahydroquinolin-2-one are reacted with TEBA and dimethyl sulphate in methylene chloride/50% strength sodium hydroxide solution. After extraction with methylene chloride there are obtained 10.2 g (98% of theory) of 1,6-dimethyl-1,2,3,4-tetrahydroquinolin-2-one as a tough oil. The oil is hydrolysed in aqueous-basic solution analogously to Example 3(b).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04322439 |
| Source dataset | uspto-grants-1982_03 |
| ORD ID | ord-51a4b634f00b4b56b90de80905924797 |
| Source note | uspto-grants-1982_03 |