HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 1-(4-Hydroxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-(4-Tert-butyldimethylsilyloxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone | HCID 20089196 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Hydroxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone | HCID 20089187 | 43.3% |
Reaction Steps
To a solution of 0.334 g (0.71 mmol) of the product of step B in 1 mL of anhydrous THF was added 728 gL (0.73 mmol) of a 1.0 M solution of tetrabutylammonium fluoride in THF and the resulting mixture was stirred at room temperature for 10 minutes. The THF was then removed in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 40% EtOAc-hexane. Combination of the product containing fractions and evaporation in vacuo afforded 0.109 g (43%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05391566 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-e844916eae1f425dab3715b2ed36dddc |
| Source note | uspto-grants-1995_02 |