Sodium Azide → (2-Azido-3-fluoro-propyl)benzene

HRID 1829782노트

반응식

HRID 1829782 반응식
CS(O[CH:6]([CH2:14][F:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=O)=O.[N-:16]=[N+:17]=[N-:18].[Na+]>CN(C=O)C.O.[Cl-].[Na+].O>[N:16]([CH:6]([CH2:14][F:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[N+:17]=[N-:18]

참가 물질

6

반응물 2

HCID 33557Sodium AzideHCID 866014541-Fluoromethyl-2-phenylethyl methanesulfonate

생성물 1

HCID 22054864(2-Azido-3-fluoro-propyl)benzene수율 82.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
80 °C

실험 절차

To a stirred solution of 1-fluoromethyl-2-phenylethyl methanesulfonate (1.1 g) in anhydrous DMF (15 mL) under nitrogen was added sodium azide (0.53 g) followed by heating at 80° C. overnight. The cooled reaction mixture was diluted with equal parts of water and brine and extracted with EtOAc. The extracts were washed with water and brine, dried over Na2SO4, and concentrated to an oil which was chromatographed over silica gel with a mixture of EtOAc and hexane to give 0.70 g of the title compound. MS ES (M++H−N2) 151.

후처리

  1. customThe cooled reaction mixture
  2. extractionextracted with EtOAc
  3. washThe extracts were washed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to an oil which
  6. customwas chromatographed over silica gel with a mixture of EtOAc and hexane

출처 및 근거

ORD 기록
ord-133392226db84e0783c61448cabd4a81
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07064143B1

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