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Water → 3-(2-Fluoro-pyridin-4-yl)-benzaldehyde

HRID 2386535
ノート
印刷プレビュー

反応式

HRID 2386535 の反応式
[F:1][C:2]1[CH:7]=[C:6](I)[CH:5]=[CH:4][N:3]=1.C(OB([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)O)=O.[C:20](=O)([O-])[O-:21].[K+].[K+].O>C1COCC1>[F:1][C:2]1[CH:7]=[C:6]([C:18]2[CH:19]=[C:14]([CH:15]=[CH:16][CH:17]=2)[CH:20]=[O:21])[CH:5]=[CH:4][N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 70235702-Fluoro-4-iodopyridineHCID 66687538Formylphenylboronic acid

生成物 1

HCID 866033173-(2-Fluoro-pyridin-4-yl)-benzaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2 fluoro-4-iodo pyridine (5 g), 3 formylphenylboronic acid (4 g), and palladium tetrakis triphenylphosphine were suspended in 500 mL of THF. Potassium carbonate (7.42 g) was added along with 50 mL of water. The flask was purged with nitrogen and the mixture heated to 65 C for 4 hours. The solvent was removed by rotary evaporation and the residue partitioned between ethyl acetate and water. Removal of the ethyl acetate gave a residue which was chromatographed on silica gel (1:1 ethyl acetate hexanes) to give the desired product. Yield: 1.42 g. LC-MS showed the product had the expected M+H+ of 202.

後処理

  1. customThe flask was purged with nitrogen
  2. temperaturethe mixture heated to 65 C for 4 hours
  3. customThe solvent was removed by rotary evaporation
  4. customthe residue partitioned between ethyl acetate and water
  5. customRemoval of the ethyl acetate
  6. customgave a residue which
  7. customwas chromatographed on silica gel (1:1 ethyl acetate hexanes)

出典と根拠

ORDレコード
ord-a52be17c35d94367859017ed1bcc3537
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08268822B2

反応ノート

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