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Propargyl bromide → 1-[(Prop-2-yn-1-yl)oxy]-2-(trifluoromethyl)benzene

HRID 1844698
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반응식

HRID 1844698 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[CH:12]#[C:13][CH2:14]Br.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:14]([O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:10])([F:11])[F:1])[C:13]#[CH:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 679582-Trifluoromethylphenol

생성물 1

HCID 534868461-[(Prop-2-yn-1-yl)oxy]-2-(trifluoromethyl)benzene

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of 2-(trifluoromethyl)phenol (50.0 g, 0.31 mol) and progargyl bromide (44.0 g, 0.37 mol) in ACN (500 mL) was added K2CO3 (51.0 g, 0.37 mol) and the mixture was stirred overnight at rt, concentrated, diluted with water and extracted with Et2O. The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by CC (PE/EA=40/1) to give compound P33a (59.7 g, 97%) as an oil.

후처리

  1. concentrationconcentrated
  2. additiondiluted with water
  3. extractionextracted with Et2O
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by CC (PE/EA=40/1)
  8. customto give compound P33a (59.7 g, 97%) as an oil

출처 및 근거

ORD 기록
ord-7153c67ecf21467cbf3c81b45529fe39
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946446B2

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