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Nitrogen → Methyl 2-(4-cyano-3-fluorophenyl)propanoate

HRID 1428781
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HRID 1428781 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1I.N#N.[CH3:17][N:18](C)C=O>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C-]#N.[Zn+2].[C-]#N>[C:17]([C:7]1[CH:6]=[CH:5][C:4]([CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:3][C:2]=1[F:1])#[N:18]
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참가 물질

6

반응물 3

HCID 947NitrogenHCID 6228DimethylformamideHCID 70855905Methyl 2-(3-fluoro-4-iodophenyl)propanoate

생성물 1

HCID 58915206Methyl 2-(4-cyano-3-fluorophenyl)propanoate

시약·촉매·용매 2

HCID 11186Zinc cyanide (Zn(CN)2)촉매
HCID 11979704
Tetrakis(triphenylphosphine)palladium
촉매

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온도
120 °C

실험 절차

Methyl 2-(3-fluoro-4-iodophenyl)propanoate, tetrakis(triphenylphosphine) palladium(0) and zinc cyanide are placed in dimethylformamide and charged with N2. The reaction mixture was stirred at 120° C. for 15 h and cooled to room temperature. The reaction mixture is filtered by celite packed filter, washed with ethyl acetate. After concentrate solvent, residue is purified on a silica gel column using ethylacetate-hexane as solvent system to give methyl 2-(4-cyano-3-fluorophenyl)propanoate.

후처리

  1. temperaturecooled to room temperature
  2. filtrationThe reaction mixture is filtered by celite
  3. filtrationpacked filter
  4. washwashed with ethyl acetate
  5. concentrationAfter concentrate solvent, residue
  6. customis purified on a silica gel column

출처 및 근거

ORD 기록
ord-a740748b80e3458b804da76265de57a5
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08937092B2

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