Sodium Carbonate → 3'-Methoxy-biphenyl-3-carboxylic acid

HRID 377310ノート

反応式

HRID 377310 の反応式
C(=O)([O-])[O-].[Na+].[Na+].OB(O)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1.I[C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([OH:24])=[O:23]>O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:16][O:15][C:11]1[CH:10]=[C:9]([C:19]2[CH:27]=[CH:26][CH:25]=[C:21]([C:22]([OH:24])=[O:23])[CH:20]=2)[CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 120603-Iodobenzoic acidHCID 2734370(3-Methoxyphenyl)boronic acid

生成物 1

HCID 27595503'-Methoxy-biphenyl-3-carboxylic acid収率 54.3%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒

実験手順

Sodium carbonate (11.13 g) was added portionwise to a stirred solution of dihydroxy-(3-methoxyphenyl)borane (5.85 g) and 3-iodobenzoic acid (8.68 g) in water (138 ml) at room temperature, and then palladium(II) acetate (78.6 mg) was added portionwise thereto at the same temperature. The resulting mixture was stirred at the same temperature for 4 hours. The reaction mixture was filtered, then the filtrate was washed twice with diethyl ether and adjusted to pH 2.0 with 6N hydrochloric acid. The precipitated powder was collected by filtration and dissolved in ethyl acetate. The solution was dried over magnesium sulfate and evaporated in vacuo. The residue was washed with n-hexane to afford 3'-methoxy-3-biphenylcarboxylic acid (4.34 g) as a powder.

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe filtrate was washed twice with diethyl ether
  3. filtrationThe precipitated powder was collected by filtration
  4. dissolutiondissolved in ethyl acetate
  5. dry with materialThe solution was dried over magnesium sulfate
  6. customevaporated in vacuo
  7. washThe residue was washed with n-hexane

出典と根拠

ORDレコード
ord-6e67c1fef478470f8d6029e0173f055c
出典データセット
uspto-grants-2000_02
特許番号
US06025375

反応ノート

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