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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640349Generated: October 29, 2026

Tetrahydrofuran → HCID 59255084, compound

https://huagongshe.com/reaction/640349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium sodium tartarateHCID 9855836—
ReactantDiisobutylammonium hydrideHCID 21898182—
ReactantMethyl 4-(2-pyridin-2-yl-ethyl)benzoateHCID 59255391—
SolventEthyl AcetateHCID 8857—
ProductHCID 59255084HCID 5925508496.2%

Reaction Steps

To an anhydrous tetrahydrofuran (50 mL) solution of methyl 4-(2-pyridin-2-yl-ethyl)benzoate 3.71 g, 15.4 mmol) described in Manufacturing Example 93-1-3 was added diisobutyl ammonium hydride (0.97 M toluene solution, 39.7 mL, 38.5 mmol) on a dry ice-ethanol bath (−78° C.) under nitrogen atmosphere. After 30 minutes of stirring, 15% aqueous potassium sodium tartrate solution (100 mL) was added to the reaction mixture, and stirred for 30 minutes at room temperature. Ethyl acetate (100 mL) was added, and the organic layer and water layer were separated. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (3.16 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-a20bb14531ff4f0b9818d6dd4a18e3e7
Source noteuspto-grants-2010_04