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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70779Generated: October 28, 2026

Tetrahydrofuran → HCID 71268665, compound

https://huagongshe.com/reaction/70779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium HydroxideHCID 14923—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantTert-butyl 6-[(benzyloxy)methyl]-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylateHCID 86677053—
SolventDiethyl EtherHCID 3283—
ProductHCID 71268665HCID 7126866576.4%

Reaction Steps

An Et2O (25 ml) solution of tert-butyl 6-[(benzyloxy)methyl]-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (3.37 g) was added dropwise under ice-cooling to an suspension of LAH (520 mg) in Et2O (75 ml), and was stirred at room temperature for 1 hour, Under ice-cooling, a saturated ammonia aqueous solution (1 ml) was added. After dilution with THF, stirring was performed at room temperature for 2 hours. After drying over anhydrous magnesium sulfate, Celite filtering was performed. The residue obtained by concentration was purified by silica gel column chromatography (EtOAc/hexane) to obtain tert-butyl 4-[(benzyloxy)methyl]-4-hydroxypiperidine-1-carboxylate (2.59 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822688B2
Source datasetuspto-grants-2014_09
ORD IDord-4d4add83e12d4e4798891c3f791391bb
Source noteuspto-grants-2014_09