Ethanol → (5-Amino-2-chlorophenyl)(phenyl)methanone

HRID 392440

반응식

HRID 392440 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[Sn](Cl)Cl.C(O)C.C([O-])(O)=O.[Na+]>CCOC(C)=O>[NH2:16][C:13]1[CH:14]=[CH:15][C:2]([Cl:1])=[C:3]([CH:12]=1)[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5]

참가 물질

6

반응물 4

HCID 702EthanolHCID 24479Stannous ChlorideHCID 1185912-Chloro-5-nitrobenzophenoneHCID 516892Sodium Bicarbonate

생성물 1

HCID 10489713(5-Amino-2-chlorophenyl)(phenyl)methanone

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

2-Chloro-5-nitrobenzophenone (1.3 g,5.0 mmol), tin(II) chloride (4.5 g, 20 mmol), and ethanol (20 ml) were mixed and heated at 70° C. for 1 h. After cooling to room temperature, to the reaction mixture were added ice, EtOAc and aqueous NaHCO3 and it was stirred for 30 min. The organic layer was washed with brine and dried over MgSO4. Filtration and evaporation afforded 5-amino-2-Chlorobenzophenone. 1H NMR, 7.85(m,2H), 7.30-7.66 (m,3H7.20 (d,1H,J=8.8 Hz), 6.60-6.80 (m,2H). MS calcd 231.1; MS (M+1) 232.0.

후처리

  1. temperatureAfter cooling to room temperature, to the reaction mixture
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationFiltration and evaporation

출처 및 근거

ORD 기록
ord-e1b29d11510c40008c7c6efbe6135613
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06800651B2

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