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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891782Generated: October 30, 2026

Tetrahydrofuran → HCID 59255084, compound

https://huagongshe.com/reaction/1891782

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 numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-54b1a6829b7b4fc193e56fe379d0e37f
Source noteuspto-grants-2013_08