Sodium Carbonate → 3-Bromo-5-phenylpyridine

HRID 391119

反応式

HRID 391119 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 27629043-Bromo-5-phenylpyridine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f214e01afe864228b7e59814456daeb1
出典データセット
uspto-grants-2013_02
特許番号
US08383620B2

関連ノート

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