HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 1-(Quinolin-6-yl)-1H-indole-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 1-(quinolin-6-yl)-1H-indole-3-carboxylate | HCID 68969653 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(Quinolin-6-yl)-1H-indole-3-carboxylic acid | HCID 68968514 | 106.4% |
Reaction Steps
0.283 g (6.75 mmol) of lithium hydroxide monohydrate and 30 cm3 of water are added at 22° C. to 0.68 g (2.25 mmol) of 3-methoxycarbonyl-1-(quinol-6-yl)-1H-indole dissolved in 30 cm3 of tetrahydrofuran. After stirring at the reflux point of the solvent for 31.5 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is taken up in 15 cm3 of water and then triturated with 6 cm3 of N hydrochloric acid. After filtering off and drying the solid residue under reduced pressure (2.7 kPa) at 40° C., 0.69 g of 3-carboxy-1-(quinol-6-yl)-1H-indole is obtained in the form of a beige-coloured solid. Mass spectrum (DCI): m/e 289 (M+H)+, m/e 245.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531663B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-479b5e747dbb4d8095c3b50fabfd0c50 |
| Source note | uspto-grants-2009_05 |