Benzoyl chloride → Methyl triflate

HRID 1296810Notes

Reaction equation

HRID 1296810 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([OH:6])(=[O:5])=[O:4].[C:9](Cl)(=O)C1C=CC=CC=1.C(=O)(OC)OC>>[O:4]([CH3:9])[S:3]([C:2]([F:8])([F:7])[F:1])(=[O:6])=[O:5]

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 12021Dimethyl CarbonateHCID 62406Trifluoromethanesulfonic acid

Product 1

HCID 9526Methyl triflateYield 96.8%

Conditions

Temperature
90 °C

Procedure

A further 49.15 g (0.328 mol) of trifluoromethanesulfonic acid, 46.10 g (0.328 mol) of benzoyl chloride and 29.49 g (0.328 mol) of dimethyl carbonate are added to the distillation residue with stirring. The reaction mixture is subsequently heated at 90° C. using an oil bath (temperature in the oil bath) for 6 hours, giving 52.00 g (yield: 96.8%) of pure methyl triflate by distillation.

Workup

  1. customfor 6 hours

Sources & evidence

ORD record
ord-a6b5714b85f84a208778a2f29791f79c
Source dataset
uspto-grants-2007_07
Patent number
US07247740B2

Reaction notes

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