Potassium Carbonate → HCID 18472441、化合物

HRID 2228209ノート

反応式

HRID 2228209 の反応式
[CH3:1][N:2]([O:11][CH3:12])[C:3]([C:5]1[O:6][C:7](Br)=[CH:8][CH:9]=1)=[O:4].B([O-])([O-])O[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C(CCO)=CC=CC=1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][N:2]([O:11][CH3:12])[C:3]([C:5]1[O:6][C:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:8][CH:9]=1)=[O:4]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 18472462HCID 18472462、化合物HCID 866453334-Methylphenyl borate

生成物 1

HCID 18472441HCID 18472441、化合物収率 91.3%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 66602552Toluene-ethanol water溶媒

実験手順

Under argon atmosphere, a solution of N-methyl-N-methoxy-5-bromofuran-2-carboxamide (2.77 g), 4-methylphenyl borate (1.93 g) and potassium carbonate (3.27 g) in toluene-ethanol-water (110-11-11 ml) was stirred at room temperature for 1 hour. To the reaction mixture was added tetrakistriphenylphosphinepalladium (0.41 g), and the mixture was refluxed for 20 hours and cooled to room temperature. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethyl acetate/hexane=1:5→1:2→1:1) to give N-methyl-N-methoxy-5—(4-methylphenyl)furan-2-carboxamide (2.65 g) as colorless crystals.

後処理

  1. temperaturethe mixture was refluxed for 20 hours
  2. washThe organic layer was washed with saturated sodium chloride solution
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was separated
  6. custompurified with column chromatography (ethyl acetate/hexane=1:5→1:2→1:1)

出典と根拠

ORDレコード
ord-9b61514108b5470cb5d92dcf2d9e1f98
出典データセット
uspto-grants-2002_07
特許番号
US06413947B1

反応ノート

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