HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668377Generated: November 1, 2026
Acetone Cyanohydrin → HCID 67359758, compound
https://huagongshe.com/reaction/1668377
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone Cyanohydrin | HCID 6406 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | HCID 59239817 | HCID 59239817 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67359758 | HCID 67359758 | 69.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989445B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-3d2565d72f254dad96f2de85f03bc8f7 |
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| Source note | uspto-grants-2011_08 |
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