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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004330Generated: October 31, 2026

Water → HCID 86755321, compound

https://huagongshe.com/reaction/1004330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 18794887HCID 18794887—
SolventTetrahydrofuranHCID 8028—
SolventLithium tri-s-butylborohydrideHCID 3611392—
ProductHCID 86755321HCID 8675532172.5%

Reaction Steps

To 2.26 g of tert-butyl 2-{5-(ethoxycarbonyl)-2-furylmethyl}-3-oxobutanoate in 50 ml of tetrahydrofuran, 7.7 ml of 1M lithium tri-sec-butylborohydride in tetrahydrofuran solution was added at -78° C. under stirring, and the resulting reaction solution was stirred at the same temperature for 2 hours. After addition of water, the reaction solution was stirred at room temperature for 30 minutes and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography [hexane/ethyl acetate=12/1→4/1] to give 1.65 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06048894
Source datasetuspto-grants-2000_04
ORD IDord-6b27b8236fb34940a2cb334dfc39720c
Source noteuspto-grants-2000_04