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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417089Generated: October 30, 2026

Phenol → HCID 46184685, compound

https://huagongshe.com/reaction/417089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTributylphosphineHCID 13831—
Reactant2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanolHCID 66619310—
SolventTetrahydrofuranHCID 8028—
ProductHCID 46184685HCID 46184685—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 0.2 g (0.51 mmol) 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol (Ex. 1, int. c) in 4 mL tetrahydrofuran were added 53 mg (0.56 mmol) phenol and 124 mg (0.61 mmol) tri-n-butylphosphin. The reaction mixture was cooled down to 0° C. and 106 mg (0.61 mmol) N,N,N′,N′-tetramethylazodicarboxamide were added. After stirring for 18 h at room temperature the reaction mixture was evaporated. The residue was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) with a gradient of n-heptane:Ethyl acetate (100:0 to 60:40). MS (Turbo Spray): m/z=467.2 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088930B2
Source datasetuspto-grants-2012_01
ORD IDord-7d74ab5b78e64a209d5f212cc0db032f
Source noteuspto-grants-2012_01