Chlorosulfonic acid → 2-Chlorosulfonyl-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid, methyl ester

HRID 4746

Reaktionsgleichung

Reaktionsgleichung von HRID 4746
[Cl:1][S:2]([OH:5])(=O)=[O:3].[F:6][C:7]([F:27])([F:26])[C:8]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])=[CH:16][CH:15]=1)([OH:13])[C:9]([F:12])([F:11])[F:10]>>[Cl:1][S:2]([C:18]1[CH:19]=[C:14]([C:8]([OH:13])([C:9]([F:12])([F:11])[F:10])[C:7]([F:6])([F:26])[F:27])[CH:15]=[CH:16][C:17]=1[CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])(=[O:5])=[O:3]

Komponenten

3

Edukt 2

HCID 24638Chlorosulfonic acidHCID 20151856Methyl 4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoate

Produkt 1

HCID 867420032-Chlorosulfonyl-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid, methyl ester

Versuchsvorschrift

To excess chlorosulfonic acid cooled with an ice-acetone bath can be added methyl 4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoate with stirring. The solution should be stirred for several hours. Addition of the reaction mixture to ice and isolation of the product will give 2-chlorosulfonyl-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid, methyl ester. Reduction of 2-chlorosulfonyl-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid, methyl ester with zinc in acetic acid followed by isolation of the product will give 2-mercapto-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid, methyl ester.

Aufarbeitung

  1. stirringThe solution should be stirred for several hours
  2. additionAddition of the reaction mixture to ice and isolation of the product

Quellen und Nachweise

ORD-Eintrag
ord-325adc1ebbbf4db88aa4a692c9efebaa
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727180

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