1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-Methoxy-4-(pentafluoro-lambda~6~-sulfanyl)benzene

HRID 2080937ノート

反応式

HRID 2080937 の反応式
[F:1][S:2]([F:13])([F:12])([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[CH2:14]1CCN2C(=NCCC2)CC1>C(=O)(OC)OC.CC(=O)OCC>[CH3:14][O:9][C:6]1[CH:7]=[CH:8][C:3]([S:2]([F:10])([F:11])([F:12])([F:13])[F:1])=[CH:4][CH:5]=1

参加物

5

反応物 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27792034-Hydroxyphenylsulfur pentafluoride

生成物 1

HCID 596421411-Methoxy-4-(pentafluoro-lambda~6~-sulfanyl)benzene収率 41.4%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 12021Dimethyl Carbonate溶媒

実験手順

5.00 g of 4-pentafluorosulfanylphenol were dissolved in 50.00 g of dimethyl carbonate and 3.46 g of DBU were added. The mixture was boiled under reflux for 10 hours, then allowed to cool and diluted with 200 ml of EA. Subsequently, the mixture was washed twice with 100 ml each time of a 5% aqueous HCl solution, then with 100 ml of a 5% aqueous NaOH solution. Drying was effected over MgSO4 and the solvent was removed under reduced pressure. Chromatography on silica gel using 1:1 DIP/HEP afforded 2.2 g of a colorless oil.

後処理

  1. temperatureunder reflux for 10 hours
  2. temperatureto cool
  3. washSubsequently, the mixture was washed twice with 100 ml each time of a 5% aqueous HCl solution
  4. customDrying
  5. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-ef5689f16adc46ed85f114b2649afa4f
出典データセット
uspto-grants-2011_04
特許番号
US07932416B2

反応ノート

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