Toluene → 4-(2-Aminophenyl)butyronitrile

HRID 49658ノート

反応式

HRID 49658 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][CH2:12][C:13]#[N:14])([O-])=O.[Cl-].[NH4+].C1(C)C=CC=CC=1>CO.O.[Fe]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][CH2:12][C:13]#[N:14]

参加物

7

反応物 3

HCID 1140TolueneHCID 25517Ammonium ChlorideHCID 112177214-(2-Nitrophenyl)butyronitrile

生成物 1

HCID 184058244-(2-Aminophenyl)butyronitrile

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

450 mg of 4-(2-nitrophenyl)butyronitrile, dissolved in 12.5 ml of methanol, are added dropwise to a mixture of 412 mg of iron powder (7.5 mmol) and 663 mg of ammonium chloride (12.5 mmol) in 12.5 ml of water at room temperature and under protective gas in a 100 ml glass round-bottomed flask. The mixture is heated for 5 hours with reflux. 25 ml of water are added to the cooled mixture and extraction is performed with toluene. The combined toluene phases are dried and the solvent distilled off under reduced pressure. The residue is purified by column chromatography on silica gel (eluent toluene/ethyl acetate 10:1 v/v). Yield: 276 mg (1.73 mmol, 72%).

後処理

  1. temperatureThe mixture is heated for 5 hours
  2. temperaturewith reflux
  3. dry with materialThe combined toluene phases are dried
  4. distillationthe solvent distilled off under reduced pressure
  5. customThe residue is purified by column chromatography on silica gel (eluent toluene/ethyl acetate 10:1 v/v)

出典と根拠

ORDレコード
ord-51255e6d37eb4cd3b6e15cac3ad72da9
出典データセット
uspto-grants-2004_03
特許番号
US06706924B2

反応ノート

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