Tetrahydrofuran → 4-(2-Propyl-3,4-dichlorophenoxy)butane nitrile

HRID 34968

반응식

HRID 34968 반응식
[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[OH:12])[CH2:2][CH3:3].O1CCCC1.BrC[CH2:20][CH2:21][CH2:22][C:23]#[N:24].[H-].[Na+]>O.C(OCC)(=O)C.CN(C)P(N(C)C)(N(C)C)=O>[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[O:12][CH2:20][CH2:21][CH2:22][C:23]#[N:24])[CH2:2][CH3:3]

참가 물질

8

반응물 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 794355-BromopentanenitrileHCID 6003603,4-Dichloro-2-propylphenol

생성물 1

HCID 212972934-(2-Propyl-3,4-dichlorophenoxy)butane nitrile

시약·촉매·용매 3

HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
65 °C

실험 절차

To a solution of 37.1 g. of 2-propyl-3,4-dichlorophenol in 400 ml. of dry tetrahydrofuran and 25 ml. of hexamethylphosphoramide were added 32 ml. of 5-bromovaleronitrile. Sodium hydride (7.2 g. of a 60% dispersion in mineral oil) was added and the reaction was stirred for about three days at 65° C. The reaction mixture was cooled to room temperature and ethyl acetate and water were added. The solution was evaporated and ethyl acetate and water were added. The layers were separated and the ethyl acetate was washed several times with dilute hydrochlorid acid. The organic layer was filtered through sodium sulfate and evaporated to provide the desired nitrile intermediate. NMR.

후처리

  1. additionof a 60% dispersion in mineral oil) was added
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customThe solution was evaporated
  4. additionethyl acetate and water were added
  5. customThe layers were separated
  6. washthe ethyl acetate was washed several times with dilute hydrochlorid acid
  7. filtrationThe organic layer was filtered through sodium sulfate
  8. customevaporated

출처 및 근거

ORD 기록
ord-926f1687b0174b80a0cedf65e944a367
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04764521

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