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

HRID 749298ノート

反応式

HRID 749298 の反応式
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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1309630df0844a67ae1270f40a353ec4
出典データセット
uspto-grants-2008_07
特許番号
US07402604B2

反応ノート

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