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Triethylamine → 3-(2-Fluorophenyl)propanenitrile

HRID 1363679
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HRID 1363679 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9]O.C[CH2:12][N:13](CC)CC.CS(Cl)(=O)=O.[C-]#N.[K+]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:12]#[N:13]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 9032Potassium CyanideHCID 31297Methanesulfonyl chlorideHCID 27332962-(2-Fluorophenyl)ethan-1-ol

생성물 1

HCID 390583363-(2-Fluorophenyl)propanenitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(2-fluoro-phenyl)-ethanol (10.00 g, 71.50 mmol) in CH2Cl2 at 0° C. was added Et3N (20.00 mL, 0.14 mol) followed by MsCl (19.00 mL, 0.25 mol). The resulting mixture was stirred for 1 hour, then washed with H2O (3×100 mL) and brine (1×150 mL), dried over MgSO4 and concentrated. The residue was dissolved in DMF and KCN (9.30 g, 0.14 mol) was added. The resulting mixture was stirred at 75° C. for 14 hours. After cooling to room temperature, the reaction mixture was quenched into water and extracted with Et2O (3×300 mL). The combined organic extracts were washed with H2O (2×200 mL), brine (1×200 mL), dried over MgSO4 and concentrated to give the title compound.

후처리

  1. washwashed with H2O (3×100 mL) and brine (1×150 mL)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in DMF
  5. stirringThe resulting mixture was stirred at 75° C. for 14 hours
  6. customthe reaction mixture was quenched into water
  7. extractionextracted with Et2O (3×300 mL)
  8. washThe combined organic extracts were washed with H2O (2×200 mL), brine (1×200 mL)
  9. dry with materialdried over MgSO4
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-72d90371c0e1471db152b857f2e3023c
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07884244B2

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