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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253571Generated: October 26, 2026

Red-Al → (R)-tert-butyl 3-((R)-(2-aminoethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/253571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantRed-AlHCID 16684438—
Reactant(R)-tert-butyl 3-((R)-(2-amino-2-oxoethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylateHCID 59598485—
SolventTolueneHCID 1140—
Product(R)-tert-butyl 3-((R)-(2-aminoethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylateHCID 59598469109.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

(R)-tert-Butyl 3-((R)-(2-amino-2-oxoethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate (1.10 g, 2.60 mmol) was dissolved in anhydrous toluene (30 mL) and cooled to 0° C. Red-Al (65% in toluene, 2.6 mL, 8.64 mmol) was added dropwise. After the addition, the reaction was stirred at rt for 12 h and quenched by adding water slowly. The resulting mixture was filtered through Celite, washing with THF. The filtrate was evaporated under reduced pressure to give crude (R)-tert-butyl 3-((R)-(2-aminoethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate (1.05 g), which was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872028B2
Source datasetuspto-grants-2011_01
ORD IDord-4e7780af39d94a36ba2a8253e9e3947d
Source noteuspto-grants-2011_01