Sodium hydride → 2-(2-Fluoroethoxy)-dibenzofuran

HRID 1086012

反応式

HRID 1086012 の反応式
[H-].[Na+].[OH:3][C:4]1[CH:16]=[CH:15][C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[CH:5]=1.CS(O[CH2:22][CH2:23][F:24])(=O)=O>CN(C)C=O>[F:24][CH2:23][CH2:22][O:3][C:4]1[CH:16]=[CH:15][C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[CH:5]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 665872-DibenzofuranolHCID 680342-Fluoroethyl methanesulfonate

生成物 1

HCID 156713922-(2-Fluoroethoxy)-dibenzofuran収率 85.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of sodium hydride (60% oil dispersion; 4.0 g) in N,N-dimethylformamide (100 ml), 2-hydroxydibenzofuran (18.4 g) was added at a temperature of 0 to 5° C., and the resultant suspension was stirred at room temperature for 1 hour. 2-Fluoroethyl methanesulfonate (14.2 g) was added thereto. The resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with aqueous potassium carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was distilled under reduced pressure to give 2-(2-fluoroethoxy)-dibenzofuran (Compound No. 35) (19.6 g). b.p., 180°-185° C./5 mmHg.

後処理

  1. additionwas added at a temperature of 0 to 5° C.
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with aqueous potassium carbonate solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. distillationThe residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-aaed0e6cf14c482d99a5ef2f44a1e247
出典データセット
uspto-grants-1991_04
特許番号
US05012004

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