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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193296Generated: October 30, 2026

Sodium Sulfate → 1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidine

https://huagongshe.com/reaction/1193296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfateHCID 24436—
ReactantEthyl 1-((1,1-dimethylethoxy)carbonyl)-4-piperidineacetateHCID 9993342—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidineHCID 85414092%

Reaction Steps

LAH (819 mg, 21.58 mmol, 1.3 eq) was placed in THF (50 ml) at 0° C.; a solution of tert-butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (4.5 g, 16.60 mmol, 1 eq) in THF (50 ml) was added dropwise and then stirring was carried out for 1 h at RT. After monitoring by thin-layer chromatography, the reaction mixture was hydrolyzed with sat. sodium sulfate solution (2 ml), filtered over Celite and washed with THF (300 ml). The filtrate was concentrated under reduced pressure and a colourless oil was obtained, which was used in the next stage without being purified and analyzed further. Yield: 92% (3.5 g, 15.28 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-f2810d83493a431b81927fdf0389a54c
Source noteuspto-grants-2014_03