HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole-3-Carboxaldehyde → HCID 86681967, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole-3-Carboxaldehyde | HCID 10256 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2777399 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86681967 | HCID 86681967 | 92% |
Reaction Steps
A solution of 1H-indole-3-carboxaldehyde (0.290 g, 2.00 mmol) in methylene chloride (4 mL) was added with 4-(trifluoromethyl)phenylsulfonyl chloride (0.587 g, 2.40 mmol) and diisopropylethylamine (0.310 g, 2.40 mmol), and the mixture was stirred overnight at room temperature. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate to terminate the reaction, and then extracted three times with methylene chloride. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain 1-[4′ (trifluoromethyl)phenylsulfonyl]-1H-indole-3-carboxaldehyde (0.650 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156827B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0af2740f887b4e388c8920bea3dfe550 |
| Source note | uspto-grants-2015_10 |