Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69691756 | HCID 69691756 | 84% |
Reaction Steps
Benzimidazole (950 mg, 8.0 mmol) in THF was added to tert-butanol (20 mL) and THF (2.5 mL) containing potassium tert-butoxide (900 mg, 8.0 mmol). 2R,3R-butene oxide (500 mg, ˜1 equiv) was added. The reaction was heated in a sealed tube at 60° C. for 2 days. After cooling to room temperature, the reaction was poured into water, extracted with ethyl acetate, washed with 1.0N sodium hydroxide, then brine. To give (1R,2S)-2-benzimidazol-1-yl-1-methyl-propanol 1.27 g (84%) as a yellow oil. MS (APCI) m/z 191.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06875765B2 |
|---|
| Source dataset | uspto-grants-2005_04 |
|---|
| ORD ID | ord-b13baee60004403196f900b92dbb8cb1 |
|---|
| Source note | uspto-grants-2005_04 |
|---|