Ethanol → 5-Bromo-2-(3,4-difluorophenyl)pyridine

HRID 486363

反応式

HRID 486363 の反応式
[F:1][C:2]1[CH:3]=[C:4](OB(O)O)[CH:5]=[CH:6][C:7]=1[F:8].Br[C:14]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][N:15]=1.C(O)C.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1>[Br:20][C:17]1[CH:18]=[CH:19][C:14]([C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=2)=[N:15][CH:16]=1

参加物

6

反応物 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 693532,5-DibromopyridineHCID 218696723,4-Difluorophenylboric acid

生成物 1

HCID 193864195-Bromo-2-(3,4-difluorophenyl)pyridine

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 6.2 g of 3,4-difluorophenylboric acid, 8.5 g of 2,5-dibromopyridine, 0.31 g of tetrakistriphenylphosphine palladium, 60 ml of ethanol, 120 ml of benzene and 120 ml of 2N sodium carbonate solution is heated to boiling (66° C.) for 7 hours while stirring. After cooling the mixture is extracted with diethyl ether. The organic phase is washed with 100 ml of saturated sodium hydrogen carbonate solution and 100 ml of water, dried over sodium sulphite, filtered and concentrated. Purification of the residue by chromatography on silica gel with hexane/ethyl acetate 19:1 yields pure 5-bromo-2-(3,4-difluorophenyl)pyridine.

後処理

  1. temperatureis heated
  2. custom(66° C.)
  3. customfor 7 hours
  4. temperatureAfter cooling the mixture
  5. extractionis extracted with diethyl ether
  6. washThe organic phase is washed with 100 ml of saturated sodium hydrogen carbonate solution and 100 ml of water
  7. dry with materialdried over sodium sulphite
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customPurification of the residue by chromatography on silica gel with hexane/ethyl acetate 19:1

出典と根拠

ORDレコード
ord-43a88de3b9ea44f4b68b91b7d90f87be
出典データセット
uspto-grants-1994_03
特許番号
US05292452

関連ノート

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