Aniline → Malonanilide

反応式

[C:1]1(=[O:6])O[C:3](=[O:4])[CH2:2]1.[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

参加物

反応物 2

HCID 6115Aniline

HCID 10176090Malonic anhydride

生成物 1

HCID 69298Malonanilide収率 72%

実験手順

To the cold solution of malonic anhydride, prepared as above, was added aniline (700 μl, 6 equivalents). The reaction mixture was allowed to warm to room temperature. It was then extracted with 5 ml saturated aqueous NaHCO3, and the aqueous extract was washed with 5 ml ether, acidified with H2SO4, and extracted with 3-4-ml portions of ether. The ether extracts were combined and dried over Na2SO4, and the ether was removed under reduced pressure, to leave a residue of malonanilide (mp 127°-130° C., 180 mg, 72% isolated yield, based on diketone).

後処理

extractionIt was then extracted with 5 ml saturated aqueous NaHCO3
extractionthe aqueous extract
washwas washed with 5 ml ether
extractionextracted with 3-4-ml portions of ether
dry with materialdried over Na2SO4
customthe ether was removed under reduced pressure

出典と根拠

ORDレコード: ord-0891e1a5b60f4f00b2aae061a6b0651a
出典データセット: uspto-grants-1982_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04360691

反応ノート

読み込み中…

参加物