Chloroacetonitrile → (2-Fluorophenoxy)acetonitrile

HRID 2053592

반응식

HRID 2053592 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:16][C:17]#[N:18]>CN(C=O)C.CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:16][C:17]#[N:18]

참가 물질

6

반응물 3

HCID 7856ChloroacetonitrileHCID 97072-FluorophenolHCID 11430Potassium Carbonate

생성물 1

HCID 15097545(2-Fluorophenoxy)acetonitrile수율 97.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

To a solution of 2-fluorophenol (560 mg, 5.0 mmol) in DMF (10 mL) is added potassium carbonate (828 mg, 6.0 mmol) followed by chloroacetonitrile (0.315 mL, 50.0 mmol). The reaction mixture is stirred and heated at 50° C. for 14 h. The reaction mixture is cooled to RT, diluted with EtOAc, and washed with water, brine, then dried (MgSO4), and filtered. The filtrate is evaporated, and the residue purified by chromatography on silica gel; elution with dichloromethane gives 736 mg of the product 384.

후처리

  1. temperatureThe reaction mixture is cooled to RT
  2. washwashed with water, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customThe filtrate is evaporated
  6. customthe residue purified by chromatography on silica gel
  7. washelution with dichloromethane

출처 및 근거

ORD 기록
ord-011a7db4d92e4865be2d7fefbac9b957
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

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