HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 5-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-pyrazole-3-carboxylic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Ethyl 7-[(tert-butyldimethylsilyl)oxy]-2,4-dioxoheptanoate | HCID 54073086 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-pyrazole-3-carboxylic Acid Ethyl Ester | HCID 53952793 | 2.1% |
Reaction Steps
A solution of 7-(tert-butyl-dimethyl-silanyloxy)-2,4-dioxo-heptanoic acid ethyl ester (1.627 g, 51.4 mmol) and hydrazine (17 mL, 55 mmol) in EtOH was heated at reflux for 6 h. The reaction was concentrated in vacuo. Purification by flash chromatography (6:4 hexanes:EtOAc) provided the title compound (333 mg). 1H NMR (400 MHz, CDCl3) δ 6.64 (s, 1H), 4.37 (q, 2H), 3.67 (t, 2H), 2.85 (t, 2H), 1.88 (m, 2H), 1.38 (t, 3H), 0.88 (s, 9H), 0.05 (s, 6H); MS 313 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288120B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-138ea9056024408ea34dba286022f6d1 |
| Source note | uspto-grants-2001_09 |