Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632511Generated: October 29, 2026

Tetrahydrofuran → HCID 136954200, compound

https://huagongshe.com/reaction/632511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 117888779HCID 117888779—
SolventAcetic AcidHCID 176—
ProductHCID 136954200HCID 13695420027%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 30 mg of (1E,6E)-1-[2-methoxy-4-(2-pyridylmethoxy)phenyl]-7-(1H-pyrrol-2-yl)hepta-1,6-diene-3,5-dione were added 1 mL of THF, 3 μL of AcOH and 4 μL of hydrazine monohydrate, and the mixture was stirred at 60° C. for 4 hours. To this, 500 μL of AcOH was added and the mixture was stirred at 80° C. for 1 hour. To this, 4 μL of hydrazine monohydrate was added and the mixture was stirred at 80° C. for 1 hour. The reaction mixture was allowed to cool back to room temperature, and a saturated aqueous NaHCO3 solution was added. After extraction with AcOEt, the organic layer was separated. The obtained organic layer was washed with saturated brine, dried over MgSO4, and concentrated. The residue was purified by PTLC (CHCl3/methanol or AcOEt system) to give 8 mg of the title compound (27% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321752B2
Source datasetuspto-grants-2016_04
ORD IDord-195fd793d8f74c00b13a975febe1eff0
Source noteuspto-grants-2016_04