HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 3,3-Bis(4-fluorophenyl)-2-[1-(1-methylethyl)-1H-tetrazol-5-yl]-2-propenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3,3-Bis(4-fluorophenyl)-2-[1-(1-methylethyl)-1H-tetrazol-5-yl]-2-propenolchloride | HCID 19986241 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,3-Bis(4-fluorophenyl)-2-[1-(1-methylethyl)-1H-tetrazol-5-yl]-2-propenol | HCID 14723872 | — |
Reaction Steps
The acid chloride prepared in Step B was dissolved in 20 ml of dry tetrahydrofuran followed by the slow addition of 1.8 mL of lithium aluminum hydride (1.0 Molar in tetrahydrofran) under an argon atmosphere at -78° C. Analytical TLC eluted once with 30% EtOAc in hexanes (v/v) showed the alcohol product at Rf =0.46. The crude reaction mixture was poured into dilute H2SO4 (2N in H2O) and the desired product was extracted with three portions (40 mL×3)) of diethyl ether. The organic extracts were combined, dried over MgSO4 and concentrated under reduced pressure to give 1.07 g of the title compound which was used without further purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04897490 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-f1d22540198d4e74b474c6ea1505feae |
| Source note | uspto-grants-1990_01 |