Sodium methanethiolate → Pyridine, 5-bromo-2-(methylthio)-3-(trifluoromethyl)-

HRID 1739649ノート

反応式

HRID 1739649 の反応式
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1.[CH3:13][S-:14].[Na+]>CS(C)=O>[CH3:13][S:14][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 218363025-Bromo-2-chloro-3-(trifluoromethyl)pyridine

生成物 1

HCID 21836291Pyridine, 5-bromo-2-(methylthio)-3-(trifluoromethyl)-収率 67.4%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

The product of Example 6 (3.0 g, 0.012 mol) was dissolved with stirring in dimethyl sulphoxide (30 mL) and sodium methanethiolate (1.2 g, 0.017 mol) was added. The mixture was stirred at room temperature overnight, poured into ice-water, and extracted with hexane (2×50 mL). The organic extracts were combined, washed with water and brine, and dried over anhydrous sodium sulphate. Evaporation of the solvent under reduced pressure and purification of the residue by chromatography over silica (10% ethyl acetate:hexane) gave 2-methylthio-3-trifluoromethyl-5-bromopyridine (2.2 g) as a clear oil.

後処理

  1. extractionextracted with hexane (2×50 mL)
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous sodium sulphate
  4. customEvaporation of the solvent
  5. customunder reduced pressure and purification of the residue by chromatography over silica (10% ethyl acetate:hexane)

出典と根拠

ORDレコード
ord-6882abcf675c45eb89ae7cf68e04e503
出典データセット
uspto-grants-1999_10
特許番号
US05968875

反応ノート

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