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

HRID 511852

반응식

HRID 511852 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 887Methanol용매

반응 조건

온도
95 °C

실험 절차

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:

후처리

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

출처 및 근거

ORD 기록
ord-ea82058354304b6eb4d6d3506ca40fde
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09101616B2

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