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Hydrogen Peroxide → 2-(4-(3-(Trifluoromethyl)phenoxy)phenyl)ethanol

HRID 474585
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HRID 474585 반응식
B1C2CCCC1CCC2.[F:10][C:11]([F:28])([F:27])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH:25]=[CH2:26])=[CH:21][CH:20]=2)[CH:13]=1.[OH-:29].[Na+].OO>C1COCC1>[F:10][C:11]([F:27])([F:28])[C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][CH:17]=1)[O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][OH:29])=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 789669-Borabicyclo(3.3.1)nonaneHCID 677746121-(Trifluoromethyl)-3-(4-vinylphenoxy)benzene

생성물 1

HCID 677742022-(4-(3-(Trifluoromethyl)phenoxy)phenyl)ethanol수율 63.8%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

9-BBN (277 mL, 139 mmol) was added to a solution of 1-(trifluoromethyl)-3-(4-vinylphenoxy)benzene (24.4 g, 92 mmol) in THF (200 mL) at 0° C., and the resulting reaction mixture was stirred at room temperature overnight. To the mixture was added 3M NaOH solution (140 mL) and 30% hydrogen peroxide (123 mL) slowly at 0° C., and the reaction mixture was stirred at 50° C. for 2 h. Purification via column chromatography then afforded the title compound as a colorless oil (17 g, 63.8% yield). LCMS: rt=1.79 min, [M−OH]+=265

후처리

  1. customthe resulting reaction mixture
  2. stirringthe reaction mixture was stirred at 50° C. for 2 h
  3. customPurification via column chromatography

출처 및 근거

ORD 기록
ord-d79c92aa17304d2eb21edcf65ee9ac6d
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637536B2

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