Hydrogen Peroxide → 6-(4-Propylphenyl)-3,4,5-trifluoro-2-naphthol

HRID 1350610ノート

反応式

HRID 1350610 の反応式
C([Li])CCC.CCCCCC.[CH2:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[C:24]([F:32])[C:25]([F:31])=[CH:26][CH:27]=3)[C:22]=2[F:33])=[CH:17][CH:16]=1)[CH2:13][CH3:14].CI.[OH:36]O>O.C(O)(=O)C.O1CCCC1>[CH2:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[C:22]([F:33])=[C:23]3[C:28](=[CH:29][CH:30]=2)[CH:27]=[C:26]([OH:36])[C:25]([F:31])=[C:24]3[F:32])=[CH:17][CH:16]=1)[CH2:13][CH3:14]

参加物

8

反応物 4

HCID 784Hydrogen PeroxideHCID 6328Methyl iodideHCID 230773182-(4-Propylphenyl)-1,7,8-trifluoronaphthaleneHCID 178418244HCID 178418244、化合物

生成物 1

HCID 230773136-(4-Propylphenyl)-3,4,5-trifluoro-2-naphthol

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A 1.58 M butyllithium/hexane solution (16.4 ml) was added dropwise to a tetrahydrofuran (25 ml) solution of 2-(4-propylphenyl)-1,7,8-trifluoronaphthalene (6.5 g) at −65° C., and the reaction solution was stirred for 1 hour. A tetrahydrofuran (25 ml) solution of methyl iodide (3.7 g) was added dropwise to the reaction solution for 30 minutes, and then the reaction temperature was increased to 0° C. Acetic acid (1.85 ml) and 30% hydrogen peroxide (3 ml) were added to the reaction solution, followed by stirring for a while. Water was added to the reaction solution. The organic layer was removed, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, washed with water and brine, and concentrated. Then, 6-(4-propylphenyl)-3,4,5-trifluoro-2-naphthol was obtained.

後処理

  1. stirringby stirring for a while
  2. customThe organic layer was removed
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. washwashed with water and brine
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-a9ec29ce25be4e9ea8694f6d3886ed32
出典データセット
uspto-grants-2007_05
特許番号
US07214835B2

反応ノート

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