Water → 2-Fluorobenzoic acid

HRID 1266629ノート

反応式

HRID 1266629 の反応式
[C:1](=[O:4])([O-])[O-:2].[Na+].[Na+].Br[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14].O.C12(PC34CC(CC3)CC4)CC(CC1)CC2>O1CCOCC1.[OH-].[Na+].C(OCC)C.[Cl-].[Cl-].C(#N)C1C=CC=CC=1.C(#N)C1C=CC=CC=1.[Pd+2]>[F:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:1]([OH:2])=[O:4]

参加物

9

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 612591-Bromo-2-fluorobenzeneHCID 22679109HCID 22679109、化合物

生成物 1

HCID 99352-Fluorobenzoic acid

試薬・触媒・溶媒 4

HCID 10271322Benzonitrile;dichloropalladium触媒HCID 3283Diethyl Ether溶媒HCID 14798Sodium Hydroxide溶媒HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
120 °C

実験手順

Sodium carbonat (3.34 g, 32 mmols), 1-bromo-2-fluorobenzene (3.68 g, 21 mmols), water (1.1 g, 63 mmol) and 40 ml of dioxane are placed in a glass autoclave. The autoclave is rinsed with nitrogen and heated to 120° C. A solution of palladium bis(benzonitrile) dichloride (161 mg, 0.42 mmols) and dinorbornylphosphine (420 mg, 1.90 mmols) in 2 ml of dioxane (prepared under argon) is added, and then 6 bars CO are applied. After 16 hours at 135° C., the mixture is allowed to cool. The reaction mixture is taken up in sodium hydroxide solution and diethyl ether. The aqueous phase is separated and acidified with concentrated hydrochloric acid. The title compound precipitates in the form of colourless crystals. Yield of title compound: 1.6 g (54%).

後処理

  1. washThe autoclave is rinsed with nitrogen
  2. temperatureto cool
  3. customThe aqueous phase is separated
  4. customThe title compound precipitates in the form of colourless crystals

出典と根拠

ORDレコード
ord-7be8b53f32a14368b3f3c99aa42c334f
出典データセット
uspto-grants-2003_04
特許番号
US06548684B2

反応ノート

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