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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376022Generated: November 4, 2026

o-Fluorobenzaldehyde → HCID 58786566, compound

https://huagongshe.com/reaction/1376022

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-FluorobenzaldehydeHCID 67970—
ReactantTrimethylsilyl cyanideHCID 82115—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Catalystzinc(II)iodideHCID 9883512—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
ProductHCID 58786566HCID 5878656678%

Reaction Conditions

Temperature0 °C

Reaction Steps

To 2-fluorobenzaldehyde (10.0 g, 80.57 mmol) in ether (10 mL) was added TMSCN (9.97 g, 100.72 mmol) followed by a catalytic amount of ZnI2 and the solution was stirred while cooling with an ice bath as necessary until the catalyst dissolved and re-precipitated out. Boc-piperazine (14.9 g, 80.57 mmol) in MeOH (60 mL) was then added and the solution was allowed to stir at reflux for 4 h and then at room temperature for 18 h. The reaction mixture was then cooled to 0° C. and the product was collected by filtration. Concentration of the mother liquor and recrystallization from methanol provided 20.0 g (78%) product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169777B2
Source datasetuspto-grants-2007_01
ORD IDord-6db865a941af4d25899c47899544ac97
Source noteuspto-grants-2007_01