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Chlorodifluoromethane → 4-Difluoromethoxy-4'-octoxy-biphenyl

HRID 1735367
ノート
印刷プレビュー

反応式

HRID 1735367 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH:26]([F:28])[F:27]>O.O1CCOCC1>[F:27][CH:26]([F:28])[O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1
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 3

HCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 104943294-Hydroxy-4'-octyloxybiphenyl

生成物 1

HCID 147659684-Difluoromethoxy-4'-octoxy-biphenyl

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

A mixture of 20 g of 4-hydroxy-4'-octyloxybiphenyl, 13.6 g of NaOH, 100 ml of water and 150 ml of dioxane is heated to 70° C. with stirring. 10 g of chlorodifluoromethane are passed into the cooled two-phase mixture with vigorous stirring. The reaction mixture is poured into water, and the product is extracted with petroleum ether. The organic phase is dried over Na2SO4, evaporated, and the residue is filtered through a short silica gel column using petroleum ether as eluent. The product is recrystallized from acetonitrile. Colorless crystals are obtained. m.p.: 104° C., c.p.: 20° C. (extrapolated), Δn=0.093, viscosity: 17.

後処理

  1. extractionthe product is extracted with petroleum ether
  2. dry with materialThe organic phase is dried over Na2SO4
  3. customevaporated
  4. filtrationthe residue is filtered through a short silica gel column
  5. customThe product is recrystallized from acetonitrile
  6. customColorless crystals are obtained
  7. custom20° C. (extrapolated), Δn=0.093, viscosity

出典と根拠

ORDレコード
ord-d3d435b03dd6489b8ac55b178252007c
出典データセット
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05536442

反応ノート

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