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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666509Generated: November 2, 2026

Tetrabutylammonium Fluoride → HCID 86623921, compound

https://huagongshe.com/reaction/1666509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantTert-butyl 4-(3-(5-(5-(trimethylsilyl)pent-4-ynyloxy)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylateHCID 66876269—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86623921HCID 8662392199.8%

Reaction Steps

To a solution of tert-butyl 4-(3-(5-(5-(trimethylsilyl)pent-4-ynyloxy)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (0.7 g, 1.34 mmol) in dry THF (4 mL) was added TBAF (3.8 mL, 13.4 mmol) dropwise maintaining ice-cooled conditions. The mixture was stirred for 30 min. The reaction was concentrated and then partitioned between saturated NaHCO3 solution and CH2Cl2. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to give the title compound (0.6 g, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-a93c18f5acfd46119d30abf582e565f0
Source noteuspto-grants-2011_10