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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816424Generated: November 3, 2026

Sulfuric Acid → HCID 22493863, compound

https://huagongshe.com/reaction/1816424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantEthyl 4,4,4-trifluoroacetoacetateHCID 67793—
Reactant5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-olHCID 268786—
ProductHCID 22493863HCID 2249386338.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ol (Intermediate 2, 4.12 g, 20.2 mmol), ethyl trifluoroacetoacetate (7.4 mL, 50.4 mmol), and H2SO4 (8 mL, 75%) was heated at 100° C. for 4 h. The mixture was poured onto ice, quenched with NaHCO3 and extracted with Et2O. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was dissolved in Et2O, a readily crystalline side product precipitated and was removed by filtration. The filtrate was concentrated to give a residue. Recrystallization of the residue gave the title compound as white crystals (2.5 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884820B2
Source datasetuspto-grants-2005_04
ORD IDord-d958a55e74b548c38c940b8b80b847d7
Source noteuspto-grants-2005_04