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

HRID 1159186

반응식

HRID 1159186 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 686441462-Amino-4-(4-chloro-phenyl)-butyronitril수율 50%

시약·촉매·용매 1

HCID 9883512zinc(II)iodide촉매

실험 절차

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)+).

후처리

  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)

출처 및 근거

ORD 기록
ord-b79152eac4264d188a4e763a817900e9
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812047B2

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