Pyridine → 2-(((Trifluoromethyl)sulfonyl)oxy)acetic acid methyl ester

HRID 583191

반응식

HRID 583191 반응식
[S:1]([O:8]S(C(F)(F)F)(=O)=O)([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2].[C:16]([O:20][CH3:21])(=[O:19])[CH2:17]O.N1C=CC=CC=1>C(Cl)Cl>[F:5][C:4]([F:7])([F:6])[S:1]([O:8][CH2:17][C:16]([O:20][CH3:21])=[O:19])(=[O:3])=[O:2]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 66774Methyl GlycolateHCID 67749Trifluoromethanesulfonic anhydride

생성물 1

HCID 112297732-(((Trifluoromethyl)sulfonyl)oxy)acetic acid methyl ester수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of triflic anhydride (3.7 ml, 20.0 nmmol) in methylene chloride (10 ml) at -5° C. under argon, was added dropwise over 30 minutes a solution of methyl glycolate (1.8 g, 20.0 mmol), pyridine (1.55 ml, 20.0 mmol), and anhydrous methylene chloride (5 ml). The reaction was allowed to stir at between 0°-5° C. for 1.5 h. The mixture was then washed with water several times. The organic extract was then washed with water, brine, and dried (MgSO4). After removing the solvent under reduced pressure, flash chromatography of the residue (silica gel, methylene chloride) afforded the title compound as a colorless oil (3.0 g, 68%).

후처리

  1. washThe mixture was then washed with water several times
  2. extractionThe organic extract
  3. washwas then washed with water, brine
  4. dry with materialdried (MgSO4)
  5. customAfter removing the solvent under reduced pressure, flash chromatography of the residue (silica gel, methylene chloride)

출처 및 근거

ORD 기록
ord-9d9a450717f040f39685c3d8b5718813
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929106

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