HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → (1H-benzimidazol-2-yl)-(2,6-difluoro-3-methoxyphenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (2,6-difluoro-3-methoxyphenyl)[1-(2-trimethylsilylethoxymethyl)-1H-benzimidazol-2-yl]methanol | HCID 66836061 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1H-benzimidazol-2-yl)-(2,6-difluoro-3-methoxyphenyl)methanol | HCID 66836022 | — |
Reaction Steps
A solution of (2,6-difluoro-3-methoxyphenyl)[1-(2-trimethylsilylethoxymethyl)-1H-benzimidazol-2-yl]methanol (1.4 g) in tetrahydrofuran (20 mL) is refluxed for 15 h with tetrabutylammonium fluoride (10 mL of a 1M solution in tetrahydrofuran). The mixture is then concentrated under reduced pressure and purified by chromatography over silica gel (gradient dichloromethane/methanol from 100/0 to 95/5) to afford the pure (1H-benzimidazol-2-yl)-(2,6-difluoro-3-methoxyphenyl)methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029357B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-d33cf9749b6e43969cd426b68e6641eb |
| Source note | uspto-grants-2015_05 |