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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233278Generated: October 26, 2026

Methanol → tert-Butyl piperazine-1-carboxylate

https://huagongshe.com/reaction/2233278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantTert-butyl 4-(4-cyanophenyl)piperazine-1-carboxylateHCID 2795512—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTolueneHCID 1140—
Producttert-Butyl piperazine-1-carboxylateHCID 143452—

Reaction Conditions

Temperature50 °C

Reaction Steps

To t-butyl 4-(4-cyanophenyl)piperazine-1-carboxylate (2.30 g, 8.0 mmol, prepared by reaction of the aryl-piperazine with Boc-anhydride) in toluene (20 ml) add DIBAH (diisobutylaluminum hydride) (1.0M in toluene, 12.8 ml, 12.8 mmol). Heat at 50° C. 1.5 h, allow to cool, add MeOH (10 ml) and water (10 ml). Filter and concentrate. Chromatograph the residue over silica to obtain the Boc-piperazine as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709492B2
Source datasetuspto-grants-2010_05
ORD IDord-018d4f4457724c02a0b64ba4b47335d2
Source noteuspto-grants-2010_05