Dichloromethane → Methyl 4-methanesulfonyl-2-methyl-3-(trifluoromethanesulfonyl)oxybenzoate

HRID 1871058Notes

Reaction equation

C(Cl)Cl.[OH:4][C:5]1[C:6]([CH3:19])=[C:7]([CH:12]=[CH:13][C:14]=1[S:15]([CH3:18])(=[O:17])=[O:16])[C:8]([O:10][CH3:11])=[O:9].[F:20][C:21]([F:27])([F:26])[S:22](O)(=[O:24])=[O:23]>N1C=CC=CC=1>[CH3:18][S:15]([C:14]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:19])[C:5]=1[O:4][S:22]([C:21]([F:27])([F:26])[F:20])(=[O:24])=[O:23])(=[O:17])=[O:16]

Participants

Conditions

Temperature: 0 °C

Procedure

To 100 ml methylene chloride, was dissolved methyl 3-hydroxy-4-methanesulfonyl-2-methylbenzoate in an amount of 8.8 g (0.036 mole), and the resulting solution was then added with pyridine in an amount of 8.3 g (0.11 mole), cooled at 0° C. and then added with anhydrous trifluoromethanesulfonic acid in an amount of 12.2 g (0.043 mole). After stirring the mixture for an hour at an ambient temperature, the reacted-mixture was washed with 1N-hydrochloric acid and then with saturated saline solution and dried with anhydrous magnesium sulfate. The solvent remained in the mixture was distillated out under reduced pressure to obtain methyl 4-methanesulfonyl-2-methyl-3-(trifluoromethanesulfonyl)oxybenzoate in an amount of 13.5 g. The yield was 99%.

Workup

washthe reacted-mixture was washed with 1N-hydrochloric acid
dry with materialwith saturated saline solution and dried with anhydrous magnesium sulfate

Sources & evidence

ORD record: ord-c6ce8de953954185ad8e66f2547021e1
Source dataset: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06100421

Reaction notes

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