2-Phenylacetophenone → Benzofurans

HRID 1893106

반응식

HRID 1893106 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 253613Benzofurans수율 80.7%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 7237O-Xylene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0b22d1ef6f82485cb7e16e9087c5a57c
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08512875B2

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