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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814320Generated: November 1, 2026

Water → HCID 69691756, compound

https://huagongshe.com/reaction/1814320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzimidazoleHCID 5798—
Reactanttert-ButanolHCID 6386—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69691756HCID 6969175684%

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875765B2
Source datasetuspto-grants-2005_04
ORD IDord-b13baee60004403196f900b92dbb8cb1
Source noteuspto-grants-2005_04