Methyl 2-bromobenzoate → Methyl 2-[(4-bromophenyl)sulfonyl]benzoate

HRID 2376994

Reaktionsgleichung

Reaktionsgleichung von HRID 2376994
Br[C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].O.O.[Br:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([O-:23])=[O:22])=[CH:17][CH:16]=1.[Na+]>[Cu]I.CS(C)=O>[Br:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([C:2]2[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=2[C:4]([O:6][CH3:7])=[O:5])(=[O:23])=[O:22])=[CH:17][CH:16]=1

Komponenten

5

Edukt 2

HCID 11894Methyl 2-bromobenzoateHCID 23683129Sodium 4-bromobenzene-1-sulfinate--water (1/1/2)

Produkt 1

HCID 21099525Methyl 2-[(4-bromophenyl)sulfonyl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Methyl 2-[(4-bromophenyl)sulfonyl]benzoate was prepared according to the method of Example 135, Step 2 using methyl 2-bromobenzoate (2.8 mL, 20 mmol) in place of (S)-1-(2-iodophenyl)ethanol and sodium 4-bromophenylsulfinate dihydrate (5.6 g, 20 mmol) in place of Intermediate 1, together with CuI (19 g, 100 mmol) and DMSO (40 mL), affording product as a white solid (3.8 g).

Quellen und Nachweise

ORD-Eintrag
ord-b78c719f709948d286aa5bc8f3621bc0
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468393B2

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