HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Benzoic acid N'-(2-9H-fluoren-9-yl-acetyl)-N'-isopropyl-hydrazide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Benzoyl-2-isopropylhydrazine | HCID 18869 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Fluorene-9-acetic acid | HCID 94852 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Benzoic acid N'-(2-9H-fluoren-9-yl-acetyl)-N'-isopropyl-hydrazide | HCID 57560117 | 40,4% |
Reaktionsschritte
A solution of 9-fluoreneacetic acid (126 mg, 0.56 mmoles) and benzoic acid N′-isopropyl-hydrazide (100 mg, 0.56 mmoles) in DMF (5 mL) was treated with triethylamine (0.23 mL, 1.68 mmol), HOBT (91 mg, 0.67 mmoles) and EDCI (129 mg, 0.67 mmol) at room temperature for 72 h. The reaction mixture was partitioned between water and dichloromethane. The organic layer was washed with water and brine, then dried over sodium sulfate, filtered and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 10-30% ethyl acetate/hexanes gradient to afford the product as a solid (87 mg, 40%). LC-MS m/e 385.19 (M+H+)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07485752B2 |
| Quelldatensatz | uspto-grants-2009_02 |
| ORD ID | ord-3d7adb47e45b4550bc5045491a132aa7 |
| Quellennotiz | uspto-grants-2009_02 |