Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668377Generated: November 1, 2026

Acetone Cyanohydrin → HCID 67359758, compound

https://huagongshe.com/reaction/1668377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetone CyanohydrinHCID 6406—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantHCID 59239817HCID 59239817—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67359758HCID 6735975869.5%

Reaction Steps

tert-Butyl 2-acetyl-1-[4-(hydroxymethyl)phenyl]-2-methylhydrazinecarboxylate (1.27 g), acetone cyanohydrin (550 mg) and 1,1′-(azodicarbonyl)dipiperidine (1.63 g) were dissolved in THF (60 ml), and tributylphosphine (1.31 g) was added at 0° C. The obtained mixture was stirred at room temperature for 18 hr, and concentrated under reduced pressure. Ethyl acetate was added to the residue, and the mixture was washed with water and then saturated brine. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 (volume ratio)→1:1 (volume ratio)), and further recrystallized from ethyl acetate-hexane to give the title compound (910 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989445B2
Source datasetuspto-grants-2011_08
ORD IDord-3d2565d72f254dad96f2de85f03bc8f7
Source noteuspto-grants-2011_08