m-Nitroacetophenone → (2E)-3-(dimethylamino)-1-(3-nitrophenyl)prop-2-en-1-one

반응식

[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>>[CH3:15][N:16]([CH3:18])/[CH:17]=[CH:11]/[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:12]

참가 물질

반응물 2

HCID 8494m-Nitroacetophenone

HCID 78373Dimethylformamide dimethyl acetal

생성물 1

HCID 5375681(2E)-3-(dimethylamino)-1-(3-nitrophenyl)prop-2-en-1-one

반응 조건

온도: 115 °C

실험 절차

To a sealed tube equipped with a magnetic stir bar, containing 1,1-dimethoxy-N,N-dimethylmethanamine (50 mL) was placed 1-(3-nitrophenyl)ethanone (5 g, 30 mmol, 1.0 equiv). The reaction was allowed to stir at 115° C. for 15 h. After the reaction was complete by LCMS, the solid product was filtered and washed with ether to yield 5.3 g (80%) of DHK-7-12 as an yellow solid. MS (ESI, Pos.) m/z: 221.1 [M+H]+.

후처리

customTo a sealed tube equipped with a magnetic stir bar
filtrationthe solid product was filtered
washwashed with ether
customto yield 5.3 g (80%) of DHK-7-12 as an yellow solid

출처 및 근거

ORD 기록: ord-1d3bbf140e6d4d0492a1c283c2b5dab3
출처 데이터셋: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08691187B2

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