Water → Biphenyl

HRID 2262359ノート

反応式

HRID 2262359 の反応式
C(O[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13](O)=[C:12](F)[C:11]=2F)=[C:6](F)[C:5]=1F)C.C(=O)([O-])[O-].[Na+].[Na+].CN(C=O)C.O>C1(C)C=CC=CC=1>[C:7]1([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=[CH:9][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 579529364'-Ethoxy-2,3,2',3'-tetrafluorobiphenyl-4-ol

生成物 1

HCID 7095Biphenyl

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

In a reactor under nitrogen atmosphere, 4.4 g of compound (a4) and 3.2 g of sodium carbonate were added into 20 ml of DMF, followed by stirring at 80° C. 3.8 g of compound (a9) was added thereto, followed by stirring at 80° C. for an hour. The resulting reaction mixture was cooled to 30° C., to which 30 ml of water and 30 ml of toluene were added. The mixture was separated into organic layer and aqueous layer and the organic layer was extracted. The resulting organic layer was separated and washed with salt water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to provide the residue. The resulting residue was purified by column chromatography (volume ratio heptane: toluene=4:1), further by recrystallization from the solvent mixture of Solmix A-11 and heptane (volume ratio Solmix A-11: heptane=1:2), dried to provide 1.8 g of 4′-ethoxy-2,3,2′,3′-tetrafluoro-4-(trans-4-vinylcyclohexylmethoxy)-biphenylmethoxy)-biphenyl (a10).

後処理

  1. stirringby stirring at 80° C. for an hour
  2. customThe resulting reaction mixture
  3. additionwere added
  4. customThe mixture was separated into organic layer and aqueous layer
  5. extractionthe organic layer was extracted
  6. customThe resulting organic layer was separated
  7. washwashed with salt water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationThe solvent was distilled off under reduced pressure
  10. customto provide the residue
  11. customThe resulting residue was purified by column chromatography (volume ratio heptane: toluene=4:1), further by recrystallization from the solvent mixture of Solmix A-11 and heptane (volume ratio Solmix A-11: heptane=1:2)
  12. customdried

出典と根拠

ORDレコード
ord-eebbc9beb23049c3a6bbf0b97579f369
出典データセット
uspto-grants-2010_12
特許番号
US07851032B2

反応ノート

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