Water → 1-(2-Azidoethoxy)-4-bromo-2-(trifluoromethyl)benzene

HRID 518002ノート

反応式

HRID 518002 の反応式
CS(O[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:10]=1[C:16]([F:19])([F:18])[F:17])(=O)=O.C(=O)([O-])[O-].[K+].[K+].[N-:26]=[N+:27]=[N-:28].[Na+].O>CN(C=O)C.CCOC(C)=O>[N:26]([CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:10]=1[C:16]([F:19])([F:18])[F:17])=[N+:27]=[N-:28]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 33557Sodium AzideHCID 866733562-(4-Bromo-2-(trifluoromethyl)phenoxy)ethyl methanesulfonate

生成物 1

HCID 866733571-(2-Azidoethoxy)-4-bromo-2-(trifluoromethyl)benzene

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2-(4-Bromo-2-(trifluoromethyl)phenoxy)ethyl methanesulfonate (15.54 mmol, 5.643 g) and potassium carbonate (46.6 mmol, 6.44 g) were combined and stirred in DMF (50 ml). Sodium azide (46.6 mmol, 3.03 g) was added and the reaction stirred at room temperature overnight. Starting material remained. Reaction was heated to 60° C. for 5 hours. The reaction mixture was poured into water and diluted with EtOAc. The layers were separated and the organic dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by silica chromatography, eluting with a gradient of heptane—50/50 heptane/EtOAc to afford 1-(2-azidoethoxy)-4-bromo-2-(trifluoromethyl)benzene. (2.27 g)

後処理

  1. customReaction
  2. temperaturewas heated to 60° C. for 5 hours
  3. customThe layers were separated
  4. dry with materialthe organic dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by silica chromatography
  7. washeluting with a gradient of heptane—50/50 heptane/EtOAc

出典と根拠

ORDレコード
ord-15a95a9b2c83485b99a7ffd967b1a140
出典データセット
uspto-grants-2015_08
特許番号
US09115126B2

反応ノート

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