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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726139Generated: November 4, 2026

Tetrahydrofuran → HCID 18539256, compound

https://huagongshe.com/reaction/1726139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-TrimethylsilylthiazoleHCID 588453—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantRac-tert-butyl (1r,4r)-4-formylcyclohexane-1-carboxylateHCID 86602130—
ProductHCID 18539256HCID 1853925650%

Reaction Steps

2-(Trimethylsilyl)thiazole (1.0 g, 6.36 mmol) and 4-formyl-cyclohexanecarboxylic acid tert-butyl ester (1.63 g, 7.63 mmol) were stirred at room temperature for 4 hours. THF (50 mL) and TBAF (1M in THF, 7.6 mL, 7.6 mmol) were added and the mixture stirred for an additional hour. Standard work-up and purification afforded 4-(hydroxy-thiazol-2-yl-methyl)-piperidine-1-carboxylic acid tert-butyl ester as a beige syrup (940 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491735B2
Source datasetuspto-grants-2009_02
ORD IDord-7945b73da7164885b1f529f83f10f237
Source noteuspto-grants-2009_02