Methyl Acrylate → Methyl 3-(2-methyl-6-nitrophenyl)propenoate

HRID 511852

反応式

HRID 511852 の反応式
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:11].[C:12]([O:16][CH3:17])(=[O:15])[CH:13]=[CH2:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:11][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[CH:14]=[CH:13][C:12]([O:16][CH3:17])=[O:15]

参加物

6

反応物 3

HCID 7294Methyl AcrylateHCID 11776TriphenylphosphineHCID 2318282-Bromo-3-nitrotoluene

生成物 1

HCID 67291648Methyl 3-(2-methyl-6-nitrophenyl)propenoate収率 48%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 887Methanol溶媒

反応条件

温度
95 °C

実験手順

2-Bromo-3-nitrotoluene (0.5 g, 23 mmol), methyl acrylate (0.39 g, 46 mmol,), palladium acetate (29 mg, 1.3 mmol), triphenylphosphine (0.06 g, 0.23 mmol,) and TEA (0.4 mL) were combined in a sealed tube and heated to 95° C. for 24 h. The residue was dissolved in MeOH, the solvent was removed and the crude product was purified by column chromatography (EtOAc:hexane=7.5:92.5) to give 0.024 g (48% yield) of the title compound as a yellow oil:

後処理

  1. customthe solvent was removed
  2. customthe crude product was purified by column chromatography (EtOAc:hexane=7.5:92.5)

出典と根拠

ORDレコード
ord-ea82058354304b6eb4d6d3506ca40fde
出典データセット
uspto-grants-2015_08
特許番号
US09101616B2

関連ノート

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