Sodium Carbonate → 2-(4-Methoxy-2-nitrophenyl)acetonitrile

HRID 1913427노트

반응식

HRID 1913427 반응식
C(OC(=O)[CH:5]([C:17]#[N:18])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[N+:14]([O-:16])=[O:15])C.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][C:17]#[N:18])=[C:7]([N+:14]([O-:16])=[O:15])[CH:8]=1

참가 물질

4

반응물 2

HCID 10340Sodium CarbonateHCID 11086625Cyano-(4-methoxy-2-nitro-phenyl)-acetic acid ethyl ester

생성물 1

HCID 111831262-(4-Methoxy-2-nitrophenyl)acetonitrile수율 37.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
55 °C

실험 절차

To cyano-(4-methoxy-2-nitro-phenyl)-acetic acid ethyl ester (945 mg, 3.58 mmol) was added 30 mL of a saturated solution of aqueous sodium carbonate. The mixture was stirred overnight at 55° C. After cooling to room temperature, the mixture was diluted with ethyl acetate. The organic layer was washed with saturated brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified on a Biotage (Biotage Inc.) 10 g silica column, eluting with 0-40% EtOAc in heptanes to provide 258 mg (37%) of (4-methoxy-2-nitro-phenyl)-acetonitrile.

후처리

  1. temperatureAfter cooling to room temperature
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified on a Biotage (Biotage Inc.) 10 g silica column
  6. washeluting with 0-40% EtOAc in heptanes

출처 및 근거

ORD 기록
ord-476090a1aeef4579b2202e504531375b
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609680B2

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