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

HRID 1350610노트

반응식

HRID 1350610 반응식
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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a9ec29ce25be4e9ea8694f6d3886ed32
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214835B2

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