HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67570742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 5-Aminoindole | HCID 78867 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67570742 | HCID 67570742 | 83.5% |
Reaction Steps
The 4-fluorobenzoyl chloride (5.2 g, 33 mmol) in 30 ml of tetrahydrofuran was added dropwise to a solution of the 5-amino-1H-indole (3.96 g, 30.0 mmol) and triethylamine (4.04 g, 40 mmol) at room temperature. The reaction was stirred for 18 hours and then poured into water. The mixture was made basic with sodium hydroxide solution then extracted with methylene chloride. The extract was dried (sodium sulfate) and concentrated. The residue was recrystallized from ethyl acetate/hexanes to give 6.37 g of product. (84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05874427 |
| Source dataset | uspto-grants-1999_02 |
| ORD ID | ord-096480a450584a5c98b14626900079a7 |
| Source note | uspto-grants-1999_02 |