Fluorobenzene → (4-Fluorophenyl)(pyridin-3-yl)methanone

HRID 568080

反応式

HRID 568080 の反応式
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+].[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:17][C:18]1[CH:23]=[CH:22][C:21]([C:2]([C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)=[O:9])=[CH:20][CH:19]=1

参加物

5

反応物 4

HCID 10008FluorobenzeneHCID 14798Sodium HydroxideHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 762660(4-Fluorophenyl)(pyridin-3-yl)methanone

反応条件

温度
0 °C

実験手順

To a suspension of 140 g of nicotinic acid chloride hydrochloride in 500 ml of fluorobenzene cooled to 0° C. are added 280 g of aluminium chloride portionwise. The mixture is held under reflux for 6 hours, cooled and then poured onto ice. After the addition of sodium hydroxide up to pH=8, the mixture is extracted with dichloromethane. The organic phase is dried over magnesium sulphate and then evaporated under vacuum. The residue crystallises in a pentane/diisopropyl ether mixture giving 108.5 g of 3-(4-fluorobenzoyl)pyridine in the form of crystals melting at 91° C.

後処理

  1. temperatureunder reflux for 6 hours
  2. temperaturecooled
  3. additionpoured onto ice
  4. extractionthe mixture is extracted with dichloromethane
  5. dry with materialThe organic phase is dried over magnesium sulphate
  6. customevaporated under vacuum
  7. customThe residue crystallises in a pentane/diisopropyl ether mixture

出典と根拠

ORDレコード
ord-ffe533d9ce28413ca8cbdc337e853fb3
出典データセット
uspto-grants-2001_01
特許番号
US06180651B2

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