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) δ6.64 (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 | US06344485B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-73024e582566434da2eddd5ce8a32e4c |
| Source note | uspto-grants-2002_02 |