HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 3-(4-Fluoro-phenyl)-1-methyl-1H-indole-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 3-(4-fluorophenyl)-1-methyl-1H-indole-6-carboxylate | HCID 59625676 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 3-(4-Fluoro-phenyl)-1-methyl-1H-indole-6-carboxylic acid | HCID 59625717 | 100.6% |
Reaction Steps
To a solution compound 53f (264 mg, 0.93 mmol), and LiOH.H2O (156.4 mg, 3.73 mmol) in THF/H2O (10 mL/10 mL) was stirred at 45° C. for 5 h. The resulting mixture was concentrated and diluted with water. The water layer was acidified with 1N aqueous HCl to pH˜4 and extracted with CH2Cl2. The organic solution was dried over Na2SO4 and concentrated to give compound 53g (252 mg), which was used in the next reaction without further purification. MS m/z (M+H+) 270.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697683B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-aae3221233164b1d903801f736c20a4f |
| Source note | uspto-grants-2014_04 |