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

HRID 2261096
ノート
印刷プレビュー

反応式

HRID 2261096 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

反応条件

温度
120 °C

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-f4d802f03c984fe0bd3cdb2b634c75fe
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07846925B2

反応ノート

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