2-Phenylacetophenone → Benzofurans

HRID 1893106

反応式

HRID 1893106 の反応式
[C:1]1([C:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC1C=CC=CC=1C>[C:1]1([C:7]2[O:8][C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:9]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

7

反応物 4

HCID 99482-PhenylacetophenoneHCID 10796Cesium carbonateHCID 114141,2-DibromobenzeneHCID 11776Triphenylphosphine

生成物 1

HCID 253613Benzofurans収率 80.7%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 7237O-Xylene溶媒

実験手順

39.2 g of benzyl phenyl ketone, 46.7 g of 1,2-dibromobenzene, g of palladium acetate, 10.5 g of triphenylphosphine, 77.2 g of cesium carbonate, and 400 mL of o-xylene were loaded into a flask, and the mixture was refluxed and stirred under heat under an argon atmosphere for 8 hours. After the completion of the reaction, the reaction solution was filtrated while being extracted with ether. The filtrate was dried with magnesium sulfate, and was then concentrated. The residue was purified by silica gel column chromatography, whereby 43.2 g of a white crystal were obtained (80% yield).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heat under an argon atmosphere for 8 hours
  3. customAfter the completion of the reaction
  4. filtrationthe reaction solution was filtrated
  5. extractionwhile being extracted with ether
  6. dry with materialThe filtrate was dried with magnesium sulfate
  7. concentrationwas then concentrated
  8. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0b22d1ef6f82485cb7e16e9087c5a57c
出典データセット
uspto-grants-2013_08
特許番号
US08512875B2

関連ノート

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