Potassium Carbonate → HCID 67528343, 화합물

HRID 1867548노트

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HRID 1867548 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.[C:11]([C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1)#[N:12].C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C([O-])(=O)C.C([O-])(=O)C.[Pd+2]>[OH:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([C:17]2[CH:16]=[CH:15][CH:14]=[C:13]([C:11]#[N:12])[CH:18]=2)=[CH:3][CH:4]=1

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 728512-(4-Bromophenyl)ethanolHCID 27343253-Cyanophenylboronic acid

생성물 1

HCID 67528343HCID 67528343, 화합물수율 87.1%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 167845palladium(II) acetate촉매HCID 962Water용매2회

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온도
100 °C

실험 절차

A mixture of 3 g (14.92 mmol) of 2-(4-bromophenyl)ethanol, 2.85 g (19.40 mmol) of 3-cyanophenylboronic acid, 5.15 g (37.30 mmol) of potassium carbonate, 4.81 g (14.92 mmol) of tetran-butylammonium bromide and 0.067 g (0.30 mmol) of palladium diacetate in 15 ml of water is heated at 100° C. under an argon atmosphere overnight. It is cooled to ambient temperature, diluted with water and extracted with ethyl acetate. The organic phase is dried over sodium sulphate and evaporated. It is subsequently purified by chromatography on silica gel, eluting with a 70/30 then 50/50 mixture of cyclohexane and ethyl acetate, to give 2.90 g of product in the form of an oil, which is used as it is in the following step.

후처리

  1. temperatureIt is cooled to ambient temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. customevaporated
  5. customIt is subsequently purified by chromatography on silica gel
  6. washeluting with a 70/30
  7. addition50/50 mixture of cyclohexane and ethyl acetate

출처 및 근거

ORD 기록
ord-1f7465575227425e989c725bbea15770
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632850B2

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