2-Propanone, methylhydrazone → HCID 23635272, compound

HRID 62219

Reaction equation

C(O[CH:4]=[C:5]([C:9](=[O:11])[CH3:10])[C:6](=[O:8])[CH3:7])C.[CH3:12][NH:13][N:14]=[C:15]([CH3:17])[CH3:16]>CCOCC>[CH3:12][N:13]([CH:4]=[C:5]([C:6](=[O:8])[CH3:7])[C:9](=[O:11])[CH3:10])[N:14]=[C:15]([CH3:17])[CH3:16]

Participants

Conditions

Temperature: 0 °C

Procedure

3-(ethoxymethylene)pentane-2,4-dione (Preparation 2, 8.6 g) was dissolved in Ether (30 mL) and cooled to 0° C. The reaction solution was then slowly treated with 1-methyl-2-(propan-2-ylidene)hydrazine (Preparation 1, 4.8 g) dropwise over 5 minutes, and then warmed and stirred at room temperature overnight. The reaction solution was purified directly by flash column chromatography (Biotage Quad 25; Eluent: 20% EtOH in EtOAc) to afford the title compound as a light red solid. (9.1 g, 84.0%).

Workup

temperaturewarmed
customThe reaction solution was purified directly by flash column chromatography (Biotage Quad 25; Eluent: 20% EtOH in EtOAc)

Sources & evidence

ORD record: ord-9d8001702bc04b4d93640fec5a09ac87
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09446046B2

Linked notes

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