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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25340Generated: October 27, 2026

Tetrabutylammonium Fluoride → HCID 178482578, compound

https://huagongshe.com/reaction/25340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant8-Dimethylamino-2-triisopropylsilanyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]-azulene-5-carbaldehydeHCID 86590589—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178482578HCID 17848257888%

Reaction Steps

Tetra-n-butylammoniumfluoride (1 mol/l tetrahydrofuran solution) 2.2 ml was added to compound (45) 496 mg in tetrahydrofuran 10 ml with cooling in ice. The mixture was stirred for 3 h, diluted with water and ethyl acetate and, extracted with ethyl acetate. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in ethyl acetate:hexane (2:1) to give colorless crystals, 273.2 mg. This was recrystallized from acetone-isopropyl ether to give the titled compound as colorless crystals, m.p.175-176° C., 2654 mg. Yield 88%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858640B2
Source datasetuspto-grants-2005_02
ORD IDord-fd11c019ffe54a1ebbfe930daf4acdee
Source noteuspto-grants-2005_02