Sodium Thiosulfate → 2-Bromo-4-(ethylsulfonyl)-1-fluorobenzene

HRID 518300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 518300
[Br:1][C:2]1[CH:7]=[C:6](SCC)[CH:5]=[CH:4][C:3]=1[F:11].[CH:12]1C=C(Cl)C=C(C(OO)=O)[CH:13]=1.[O-:23][S:24]([O-:27])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([S:24]([CH2:12][CH3:13])(=[O:27])=[O:23])[CH:5]=[CH:4][C:3]=1[F:11]

Komponenten

5

Edukt 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 86704956(3-Bromo-4-fluorophenyl)(ethyl)sulfane

Produkt 1

HCID 585219752-Bromo-4-(ethylsulfonyl)-1-fluorobenzeneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To 2-bromo-4-ethylsulfanyl-1-fluorobenzene (2.2 g, 9.36 mmol) in DCM (20 mL) was added m-CPBA (6.47 g, 37.4 mmol). The mixture was stirred at room temperature for 12 h. Aqueous saturated Na2S2O3 (100 mL) was added, and extractive work up with CH2Cl2 gave the title compound (1.5 g, 50%) as a yellow solid which was carried on without purification. 1H NMR (CDCl3, 400 MHz) δ 8.15 (dd, J1=6.4 Hz, J2=2.4 Hz, 1H), 7.88-7.85 (m, 1H), 7.32 (t, J=8.4 Hz, 1H), 3.14 (q, J=7.2 Hz, 2H), 1.31 (t, J=7.6 Hz, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-c8d210d2c33f4505a36f586e6ce4a014
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115114B2

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