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3,5-Dibromophenol → 1,3-Dibromo-5-(cyclopropylmethoxy)benzene

HRID 549559
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HRID 549559 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Br:8])[CH:7]=1.[CH:10]1([CH2:13]O)[CH2:12][CH2:11]1.C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([O:9][CH2:13][CH:10]2[CH2:12][CH2:11]2)[CH:5]=[C:6]([Br:8])[CH:7]=1
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참가 물질

6

반응물 4

HCID 122803,5-DibromophenolHCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 75644Cyclopropanemethanol

생성물 1

HCID 670243041,3-Dibromo-5-(cyclopropylmethoxy)benzene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회
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실험 절차

3,5-Dibromo-phenol (5 g; 19.9 mmol), cyclopropylcarbinol (1.4 g; 19.9 mmol) and tributylphosphine (8.8 mL; 35.7 mmol) were dissolved in THF (500 mL) in a dried reaction flask under an atmosphere of nitrogen. 1,1′-(Azodicarbonyl)dipiperidine (9.0 g; 35.7 mmol) dissolved in THF (100 mL) was added to the reaction mixture, which was stirred at room temperature for 16 hours. The reaction mixture was partly evaporated, filtered, evaporated to dryness and purified by flash chromatography (ethyl acetate:heptane 0:1→1:10). Yield: 5.45 g; 90%.

후처리

  1. additionwas added to the reaction mixture, which
  2. customThe reaction mixture was partly evaporated
  3. filtrationfiltered
  4. customevaporated to dryness
  5. custompurified by flash chromatography (ethyl acetate:heptane 0:1→1:10)

출처 및 근거

ORD 기록
ord-2738e4425455432c98692b32239871e1
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07943669B2

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