HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-Methyl-5,6,7,8-tetrahydroisoquinolin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Hydroxy-1-methyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile | HCID 1389675 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | 1-Methyl-5,6,7,8-tetrahydroisoquinolin-3(2H)-one | HCID 11819365 | 78.5% |
Reaction Steps
4-Cyano-2,3,5,6,7,8-hexahydro-1-methyl-3-oxoisoquinoline (1.88 g) was dissolved in 20 ml of 85% sulfuric acid, and the resultant solution was heated at 180°-190° C. for 10 hours. After cooling, the reaction mixture was poured into ice water and an aqueous sodium hydroxide solution was added to adjust the pH to about 5. Deposited crystals were filtered out and recrystallized from methanol. Thus, there was obtained 1.28 g of 2,3,5,6,7,8-hexahydro-1-methyl-3-oxoisoquinoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04639521 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-b0394fa40f564caa96d953cc0119175c |
| Source note | uspto-grants-1987_01 |