Ammonium Hydroxide → HCID 69654843、化合物

HRID 1794713ノート

反応式

HRID 1794713 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[C:6]([N+:11]([O-])=O)[CH:5]=1)=[O:3].O.O.[Sn](Cl)(Cl)(Cl)Cl.[OH-].[NH4+]>Cl.O>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[C:6]([NH:11][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:5]=1)(=[O:3])[CH3:1]

参加物

6

反応物 3

HCID 14923Ammonium HydroxideHCID 795964'-Chloro-3'-nitroacetophenoneHCID 85782573Tin tetrachloride dihydrate

生成物 1

HCID 69654843HCID 69654843、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

To a stirred solution of 4-chloro-3-nitroacetophenone (10 g, 50 mmol) in concentracted hydrochloric acid (150 mL) was added tin chloride dihydrate (33.8 g, 150 mmol). The mixture was stirred at room temperature for one day, basified with 28% of ammonium hydroxide and diluted with water (1 L). The aqueous solution was extracted with methylene chloride. The organic phase was dried over MgSO4 and concentrated. Recrystallization from CH2Cl2/hexanes gave the title compound as a yellowish crystal (7.0 g, 83%); 1H NMR (300 MHz, CDCl3) δ 2.55(s, 3 H), 4.19(brs, 2 H), 7.22–7.38(m, 3 H); MS (ES) m/z: 169.8 (MH+, 100%); HRMS Calcd. for C8H9ClNO(MH+): 170.3667. Found: 170.0368.

後処理

  1. extractionThe aqueous solution was extracted with methylene chloride
  2. dry with materialThe organic phase was dried over MgSO4
  3. concentrationconcentrated
  4. customRecrystallization from CH2Cl2/hexanes

出典と根拠

ORDレコード
ord-4c2112f344024eed89958e92512b50c9
出典データセット
uspto-grants-2006_04
特許番号
US07022716B2

反応ノート

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