2,2,2-Trifluoroethanol → 2-Chloro-3-(2,2,2-trifluoroethoxy)pyridine

HRID 50123

反応式

HRID 50123 の反応式
N[C:2]1[C:3]([Cl:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[F:9][C:10]([F:14])([F:13])[CH2:11][OH:12].FC(F)(F)C(O)=O.S([O-])([O-])(=O)=O.[Mg+2].N(OC(C)(C)C)=O.C(=O)(O)[O-].[Na+]>>[Cl:8][C:3]1[C:2]([O:12][CH2:11][C:10]([F:14])([F:13])[F:9])=[CH:7][CH:6]=[CH:5][N:4]=1

参加物

7

反応物 6

HCID 64092,2,2-TrifluoroethanolHCID 6422Trifluoroacetic acidHCID 10906Tert-Butyl nitriteHCID 24083Sulfuric acid magnesium salt (1:1)HCID 805282-Chloro-3-pyridylamineHCID 516892Sodium Bicarbonate

生成物 1

HCID 120567282-Chloro-3-(2,2,2-trifluoroethoxy)pyridine

反応条件

温度
15 °C

実験手順

A reactor vessel is charged with 3-amino-2-chloropyridine (2.7 g, 21 mmol), 2,2,2-trifluoroethanol (15 g, 150 mmol), and trifluoroacetic acid (3.63 g, 31.8 mmol). The solution is cooled to 15° C. and magnesium sulfate (2.6 g) is charged to the vessel. The reagent t-butyl nitrite (2.51 g of a 96% solution, 23.4 mmol) is added drop-wise to the vessel while maintaining the temperature in the range 15° C. to 20° C. The solution is neutralized with aqueous saturated sodium bicarbonate solution and then extracted with MTBE. The solvent is removed by evaporation to obtain 2-chloro-3-(2,2,2-trifluoroethoxy)pyridine as a crude oil (1.58 g, crude yield 35.6%).

後処理

  1. temperaturewhile maintaining the temperature in the range 15° C. to 20° C
  2. extractionextracted with MTBE
  3. customThe solvent is removed by evaporation

出典と根拠

ORDレコード
ord-d39c4576ec454630a4218cea4eedd2cf
出典データセット
uspto-grants-2004_03
特許番号
US06710180B2

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