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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870898Generated: October 31, 2026

Water → HCID 18694259, compound

https://huagongshe.com/reaction/1870898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 18694256HCID 18694256—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18694259HCID 1869425983.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of methyl 1-tert-butyl-1,2,3,6-tetrahydropyridine-4-carboxylate (D57) (855 mg; 4.3 mmol) in dry tetrahydrofuran (10 ml) was added to a stirred suspension of lithium aluminium hydride (223 mg; 58 mmol) in dry tetrahydrofuran (20 ml) at 0° C. over 5 minutes. After stirring at 0° C. for 1 h, water (0.22 ml), 10% sodium hydroxide (0.33 ml) and water (0.55 ml) were added, and stirring continued for 30 minutes. The mixture was filtered through kieselguhr, and the filtrate evaporated under reduced pressure to give the title compound as an orange oil (610 mg, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100272
Source datasetuspto-grants-2000_08
ORD IDord-f6364729947741b99e7b793af19a6248
Source noteuspto-grants-2000_08