Sodium Carbonate → 3-Bromo-5-phenylpyridine

HRID 391119

반응식

HRID 391119 반응식
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[C:9]1(B(O)O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Br:8][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 693693,5-Dibromopyridine

생성물 1

HCID 27629043-Bromo-5-phenylpyridine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1140Toluene용매

실험 절차

To a solution of 3,5-dibromopyridine (1.00 g) in toluene (10 mL) and ethanol (5 mL) was added phenylboronic acid (515 mg), sodium carbonate (1.34 g) and tetrakis (triphenylphosphine)palladium(0) (24 mg) and the reaction mixture was heated at reflux for 16 h. After cooling to room temperature, the reaction was quenched with water (30 mL) and extracted into ethylacetate (2×30 mL). The organic layers were washed with brine (40 mL), dried (MgSO4), reduced in vacuo and purified on silica to give 3-bromo-5-phenyl-pyridine as a white solid.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. customthe reaction was quenched with water (30 mL)
  4. extractionextracted into ethylacetate (2×30 mL)
  5. washThe organic layers were washed with brine (40 mL)
  6. dry with materialdried (MgSO4)
  7. custompurified on silica

출처 및 근거

ORD 기록
ord-f214e01afe864228b7e59814456daeb1
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383620B2

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