HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → isoquinolin-5(1 H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl 3-(aminomethyl)-1H-indole-4-carboxylate | HCID 17925779 | — |
| Reactant | 3-Formylindole-4-carboxylic acid methyl ester oxime | HCID 86733222 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | isoquinolin-5(1 H)-one | HCID 22598424 | — |
Reaction Steps
A mixture of 3-formylindole -4 -carboxylic acid methyl ester oxime (1.6 g), described in Example 2 and platinum oxide (120 mg) in 60 ml of acetic acid is stirred in a hydrogen atmosphere for 16 hr. Removal of the catalyst and concentration of the solution affords an oily residue [the acetic acid addition salt of 3-(aminomethyl)indole -4-carboxylic acid methyl ester] . The oil is suspended in water. The mixture is rendered alkaline with 10% NaOH. The solid is collected, triturated with 30% acetone in benzene and recrystallized from ethanol to afford the title compound, mp. 232°-234°C, νmaxCHCl3 1668 cm-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03950343 |
| Source dataset | uspto-grants-1976_04 |
| ORD ID | ord-84441f125e534acebb1d107bc2e9c858 |
| Source note | uspto-grants-1976_04 |