HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21183727, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | ethyl 5-fluoro-1H-indole-2-carboxylate | HCID 2727899 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21183727 | HCID 21183727 | 42.3% |
Reaction Steps
A solution of 40 ml (313 mmol) of ethyl chloroglyoxylate and of 36 ml (313 mmol) of titanium tetrachloride in 1 l of dichloromethane is stirred for 15 min at room temperature. A solution of 50 g (241 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate in dichloromethane is added and the mixture is stirred for 2 h at room temperature. The mixture is poured into water and the organic phase is separated by settling, washed with dilute sodium hydroxide solution and dried over sodium sulphate. 31.5 g (102 mmol) of product are obtained, which product is used as is in the following stage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06262045B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-3ac19ed775624f80a4baeb34fc8a2821 |
| Source note | uspto-grants-2001_07 |