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

HRID 341809

Reaction equation

HRID 341809 reaction equation
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].C[CH:17](O)[C:18]([O-:20])=[O:19].N1C=CC=C[CH:23]=1>C(Cl)Cl>[S:3]([O:6][CH2:17][C:18]([O:20][CH3:23])=[O:19])([C:2]([F:15])([F:14])[F:1])(=[O:5])=[O:4]

Participants

5

Reactant 3

HCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 91435Lactate

Product 1

HCID 112297732-(((Trifluoromethyl)sulfonyl)oxy)acetic acid methyl esterYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

10.09 ml (60 mmol) trifluorometansulfonic anhydrid dissolved in CH2Cl2 was added dropwise to a mixture of 4.05 ml (50 mmol) methylglycolate and 4.04 ml (50 mmol) pyridin in CH2Cl2 (totally 62.5 ml) at 0° C. during 25 minutes, and thereafter stirred at 0° C. for 1 H. After washing with 0.3M KHSO4 and saturated NA2CO3, drying (Na2SO4) and filtration, evaporation of the solvent in vacuo gave 9.94 g (90%) of the title compound.

Workup

  1. washAfter washing with 0.3M KHSO4 and saturated NA2CO3
  2. customdrying
  3. filtration(Na2SO4) and filtration, evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-ed848f084cb34979af6207996e646ec0
Source dataset
uspto-grants-1999_01
Patent number
US05856307

Linked notes

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