Ammonia → ({3-[(3-Bromo-5-chlorophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine

HRID 1875147ノート

反応式

HRID 1875147 の反応式
[NH3:1].[Br:2][C:3]1[CH:4]=[C:5]([O:10][C:11]2[C:16]([F:17])=[C:15]([CH2:18]Br)[CH:14]=[CH:13][C:12]=2[Cl:20])[CH:6]=[C:7]([Cl:9])[CH:8]=1>C(Cl)Cl>[Br:2][C:3]1[CH:4]=[C:5]([O:10][C:11]2[C:16]([F:17])=[C:15]([CH2:18][NH2:1])[CH:14]=[CH:13][C:12]=2[Cl:20])[CH:6]=[C:7]([Cl:9])[CH:8]=1

参加物

4

反応物 2

HCID 222AmmoniaHCID 684836772-[(3-Bromo-5-chlorophenyl)oxy]-4-(bromomethyl)-1-chloro-3-fluorobenzene

生成物 1

HCID 68487182({3-[(3-Bromo-5-chlorophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine収率 87.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a flask containing ammonia (7.0 M solution in methanol) (132 ml, 927 mmol) was added a solution of 2-[(3-bromo-5-chlorophenyl)oxy]-4-(bromomethyl)-1-chloro-3-fluorobenzene (4.97 g, 11.59 mmol) in DCM (15 ml) dropwise and the mixture was stirred overnight at room temperature. The solvent was removed and the crude material was purified via silica gel chromatography to give ({3-[(3-bromo-5-chlorophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine (3.70 g, 10.14 mmol, 87% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.34-7.85 (m, 3H), 7.06 (s, 1H), 6.99 (t, 1H), 3.72 (s, 2H), 1.85 (s, 2H).

後処理

  1. customThe solvent was removed
  2. customthe crude material was purified via silica gel chromatography

出典と根拠

ORDレコード
ord-e58c92c1af8b416c9443c4cfa6664a86
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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