HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Isoquinolinecarboxylic acid, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Isoquinoline-6-carboxaldehyde | HCID 15290359 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Sodium Cyanide | HCID 8929 | — |
| Product | 6-Isoquinolinecarboxylic acid, methyl ester | HCID 15290360 | — |
Reaction Steps
290 mg of isoquinoline-6-carbaldehyde are dissolved in 40 ml of MeON, and firstly 450 mg of NaCN, then 210 μl of glacial acetic acid, and finally 3.5 g of MnO2 are added. The mixture is stirred at RT for 3 days, and the precipitate is filtered off and the filtrate is poured into a solution of 15 g of FeSO4 in 150 ml of water. Subsequently, the pH of the mixture is adjusted to 9 with Na2CO3 solution, the precipitate is filtered off, and the filtrate is extracted 3× with 150 ml of EA. Drying takes place over Na2SO4, and the solvent is removed in vacuo. 190 mg are obtained of a colorless oil, which in reacted without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06093729 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-412978cf007f4a3da45f23db6bad96f1 |
| Source note | uspto-grants-2000_07 |