Ammonia → 2-Amino-4-(4-chloro-phenyl)-butyronitril

HRID 1159186

反応式

HRID 1159186 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]=O)=[CH:4][CH:3]=1.C[Si]([C:16]#[N:17])(C)C.[NH3:18].CO>[I-].[Zn+2].[I-]>[NH2:18][CH:10]([CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:16]#[N:17]

参加物

6

反応物 4

HCID 222AmmoniaHCID 887MethanolHCID 82115Trimethylsilyl cyanideHCID 115356223-(4-Chlorophenyl)propanal

生成物 1

HCID 686441462-Amino-4-(4-chloro-phenyl)-butyronitril収率 50%

試薬・触媒・溶媒 1

HCID 9883512zinc(II)iodide触媒

実験手順

To 3-(4-chlorophenyl)-propionaldehyde (0.74 g, 4.39 mmol) was added zinc iodide (0.07 g, 0.22 mmol) and trimethylsilyl cyanide (0.522 g, 5.27 mmol) with caution (exothermic reaction). After stirring the mixture at room temperature for 20 min a solution of ammonia in methanol (7N, 4.4 ml, 31 mmol) was added and stirring was continued overnight. The solvent was evaporated and the residue was purified by chromatography (column: Isolute® Flash-NH2 from Separtis; eluent:heptane/ethyl acetate=2:1) to yield a light yellow liquid (0.43 g, 50%); MS (ISP): 195.3 ((M+H)+).

後処理

  1. customwith caution (exothermic reaction)
  2. additionwas added
  3. customThe solvent was evaporated
  4. customthe residue was purified by chromatography (column: Isolute® Flash-NH2 from Separtis; eluent:heptane/ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-b79152eac4264d188a4e763a817900e9
出典データセット
uspto-grants-2010_10
特許番号
US07812047B2

関連ノート

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