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Triethylamine → Ethyl 3-(5-formyl-1-benzofuran-3-yl)prop-2-enoate

HRID 2261096
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HRID 2261096 반응식
Br[C:2]1[C:6]2[CH:7]=[C:8]([CH:11]=[O:12])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCN(CC)CC.[CH2:39]([O:41][C:42](=[O:45])[CH:43]=[CH2:44])[CH3:40]>C(#N)C>[CH2:39]([O:41][C:42](=[O:45])[CH:43]=[CH:44][C:2]1[C:6]2[CH:7]=[C:8]([CH:11]=[O:12])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1)[CH3:40]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 11776TriphenylphosphineHCID 574696633-Bromo-benzofuran-5-carbaldehyde

생성물 1

HCID 71378267Ethyl 3-(5-formyl-1-benzofuran-3-yl)prop-2-enoate수율 42%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

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온도
120 °C

실험 절차

In a sealed tube 3-Bromo-1-benzofuran-5-carbaldehyde (500 mg, 2.22 mmol) was dissolved in 7 ml of ACN. To this solution was added PPh3 (1.16 g, 4.44 mmol), Pd(II)acetate (500 mg, 2.2 mmol), Et3N (073 mL, 5.55 mmol) and finally acrylic acid ethyl ester (2.41 ml, 22 mmol). The tube was sealed and the reaction was heated at 120° C. for one hour. The crude was filtered on celite to eliminate inorganic contaminations. The solvents were evaporated and the crude was purified by silicagel chromatography using cyclohexane-AcOEt 95-5 to 50-50. A pale yellow solid was obtained (400 mg, yield:42%).

후처리

  1. customThe tube was sealed
  2. filtrationThe crude was filtered on celite
  3. customThe solvents were evaporated
  4. customthe crude was purified by silicagel chromatography
  5. customA pale yellow solid was obtained (400 mg, yield:42%)

출처 및 근거

ORD 기록
ord-f4d802f03c984fe0bd3cdb2b634c75fe
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846925B2

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