1-(Dimethyl-phosphinoyl)-4-nitro-benzene → 4-(Dimethylphosphoryl)aniline

HRID 511217노트

반응식

HRID 511217 반응식
[CH3:1][P:2](=[O:13])([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][CH:4]=1>CO.[Pd]>[CH3:12][P:2]([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)([CH3:1])=[O:13]

참가 물질

4

반응물 1

HCID 218979121-(Dimethyl-phosphinoyl)-4-nitro-benzene

생성물 1

HCID 206345534-(Dimethylphosphoryl)aniline수율 86%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

The dimethyl(4-nitrophenyl)phosphane oxide) produced as described above was hydrogenated in the presence of 10% Pd/C (15 mg) in MeOH (5 mL) for 2 h. The mixture was then filtered and the filtrate concentrated in vacuo to yield 19 mg of the desired 4-(dimethylphosphoryl)aniline (yield: 86%) which was used directly in further chemistries without purification. 1H-NMR (CDCl3, 400 MHz): δ=1.67 (d, J=12.8 Hz, 6 H), 4.11 (s, br, 2 H), 6.73 (dd, J=2.0, 8.4 Hz, 2 H), 7.48 (dd, J=8.4, 11.2 Hz, 2 H). MS (ES+): m/z 170.04 (MH+). HPLC: tR=1.23 min (ZQ3, polar—5 min).

후처리

  1. filtrationThe mixture was then filtered
  2. concentrationthe filtrate concentrated in vacuo

출처 및 근거

ORD 기록
ord-48273612fb02420ca52532033344a475
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

반응 노트

불러오는 중…