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Ethanol → 2-Amino-4-(3-cyanoindol-1-yl)benzoic acid

HRID 1258229
ノート
印刷プレビュー

反応式

HRID 1258229 の反応式
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[C:14]([N+:21]([O-])=O)[CH:13]=2)[CH:4]=1)#[N:2].C(O)C.O.[Cl-].[NH4+]>[Zn].C(OCC)(=O)C.O1CCCC1>[NH2:21][C:14]1[CH:13]=[C:12]([N:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:3]([C:1]#[N:2])=[CH:4]2)[CH:20]=[CH:19][C:15]=1[C:16]([OH:18])=[O:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 58437261HCID 58437261、化合物

生成物 1

HCID 584372312-Amino-4-(3-cyanoindol-1-yl)benzoic acid収率 27.7%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒
HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of 4-(3-cyanoindol-1-yl)-2-nitrobenzoic acid (0.012 g) in a mixed solvent of ethanol (1 mL), water (0.5 mL) and tetrahydrofuran (0.5 mL) were added zinc powder (0.041 g) and ammonium chloride (0.004 g) at room temperature, and this mixture was stirred at 80° C. for 2.5 hours. After cooling to ambient temperature, to this reaction mixture was added ethyl acetate. This insoluble material was removed by filtration and this filtrate was washed with brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.003 g).

後処理

  1. temperatureAfter cooling to ambient temperature, to this reaction mixture
  2. customThis insoluble material was removed by filtration
  3. washthis filtrate was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-1609af02d9f04f00a5be3a42e95f4641
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08466152B2

反応ノート

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