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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306776Generated: October 31, 2026

Water → HCID 22610268, compound

https://huagongshe.com/reaction/2306776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-olHCID 15232681—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 22610268HCID 22610268103.9%

Reaction Steps

Compound 4-(4-Fluoro-phenyl)-4-hydroxy-cyclohexanone ethylene ketal (8.23 g, 32.6 mmol) from Step 1 was stirred in TFA (25 mL) for 15 minutes. The reaction mixture was poured into H2O (100 mL) and then extracted with CHCl3 (2×75 mL). The organic solution was washed with saturated bicarbonate, dried (Na2SO4), filtered and concentrated under reduced pressure to afford crude 1-(4-fluorophenyl)-cyclohexen-4-one (6.44 g): 1H NMR (300 MHz, CDCl3) δ 7.35 (dd, J=8, 8 Hz, 2H), 7.04 (dd, J=8, 8 Hz, 2H), 6.05 (m, 1H), 3.05 (m, 2H), 2.87 (m, 2H), 2.65 (dd, J=7, 7 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828341B2
Source datasetuspto-grants-2004_12
ORD IDord-69accf8a44794bdc9d755f8ca0420cf6
Source noteuspto-grants-2004_12