Hydrochloric Acid → (2,6-Difluoro-4-methoxy-phenyl)-hydrazine hydrochloride

反応式

[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1[N:11](C(OC(C)(C)C)=O)[NH:12]C(OC(C)(C)C)=O.O1CCOCC1.C(OCC)C.[ClH:38]>>[ClH:38].[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1[NH:11][NH2:12]

参加物

反応物 4

HCID 313Hydrochloric Acid

HCID 3283Diethyl Ether

HCID 312751,4-Dioxane

HCID 68157167Di-tert-butyl 1-(2,6-difluoro-4-methoxyphenyl)hydrazine-1,2-dicarboxylate

生成物 1

HCID 68156785(2,6-Difluoro-4-methoxy-phenyl)-hydrazine hydrochloride

実験手順

Di-tert-butyl 1-(2,6-difluoro-4-methoxyphenyl)hydrazine-1,2-dicarboxylate (616 mg, 1.64 mmol) was heated in 4 M HCl in dioxane (5 mL, 20 mmol) at reflux. The solution over time became a suspension. At 30 min, the reaction was cooled, diethylether was added, and the solid was collected with a medium frit, washing with diethylether. This gave (2,6-difluo-4-methoxy-phenyl)-hydrazine hydrochloride (0.246 g, 86%) as a tan solid. 1H NMR (400 MHz, DMSO-d6, δ): 9.75 (br. s., 3H) 7.46 (s, 1H) 6.79-6.90 (m, 2H) 3.78 (s, 3H).