Trifluoromethanesulfonic anhydride → HCID 88853052, compound

HRID 925005Notes

Reaction equation

HRID 925005 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[O:14](S(C(F)(F)F)(=O)=O)[S:15]([C:18]([F:21])([F:20])[F:19])(=O)=[O:16]>C(Cl)Cl>[F:19][C:18]([F:21])([F:20])[S:15]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[C:10]([F:11])([F:12])[F:13])(=[O:16])=[O:14]

Participants

4

Reactant 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 70215934-Hydroxy-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 88853052HCID 88853052, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 4-hydroxy-3-(trifluoromethyl)benzaldehyde (500 mg, 2.7 mmol), TEA (805 mg, 8.0 mmol) in anhydrous DCM (10 mL) was added Tf2O (820 mg, 2.9 mmol) drop wise at 0° C., and stirred at the same temperature for 30 mins. Followed a standard aqueous/EtOAc workup and purified by column chromatography (PE:EtOAc=10:1) to give product (560 mg, 66% yield).

Workup

  1. customFollowed a standard aqueous/EtOAc workup and purified by column chromatography (PE:EtOAc=10:1)

Sources & evidence

ORD record
ord-da5344a015f449069d20acb3ff2da6bc
Source dataset
uspto-grants-2016_03
Patent number
US09283229B2

Reaction notes

Loading…