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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470912Generated: October 27, 2026

Water → (1R,4R)-1,4-bis(4-nitrophenyl)butane-1,4-diol

https://huagongshe.com/reaction/1470912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant1,4-Bis(4-nitrophenyl)butane-1,4-dioneHCID 13762891—
SolventTetrahydrofuranHCID 8028—
Product(1R,4R)-1,4-bis(4-nitrophenyl)butane-1,4-diolHCID 5961692481%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the product from Example 1A (1.0 g, 3.05 mmol) in anhydrous THF (30 ml) at 0° C. was added sodium borohydride (0.357 g, 9.44 mmol). The resulting mixture was stirred at 50° C. overnight. The cooled mixture was poured into water, extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated in vacuo. The resulting solid was triturated with dichloromethane to give a tan solid that was collected by filtration and dried to give the title compound (0.82 gm, 81% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006387B2
Source datasetuspto-grants-2015_04
ORD IDord-22d0ca60dfa64adcaf11d57a2cf794e2
Source noteuspto-grants-2015_04