(3-Chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol → 3-Chloro-4-fluoro-1-benzothiophene-2-carbaldehyde

HRID 1362301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1362301
[Cl:1][C:2]1[C:3]2[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH2:7][OH:8]>C1C=CC=CC=1.O=[Mn]=O>[Cl:1][C:2]1[C:3]2[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=[O:8]

Komponenten

4

Edukt 1

HCID 59277586(3-Chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol

Produkt 1

HCID 592775573-Chloro-4-fluoro-1-benzothiophene-2-carbaldehydeAusbeute 88,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

A suspension of (3-chloro-4-fluoro-benzo[b]thiophen-2-yl)methanol (1.00 g, 4.63 mmol) and MnO2 (3.10 g, 35.2 mmol) in benzene (50 mL) was stirred at room temperature overnight. The solution was filtered through diatamaceous earth and the was filtrate was concentrated to give the title compound (880 mg, 87%) as an off-white solid: 1H NMR (500 MHz, CDCl3) δ 10.32 (s, 1H), 7.63 (dd, J=8.2, 0.4 Hz, 1H), 7.50 (ddd, J=8.1, 8.1, 4.7 Hz, 1H), 7.13 (ddd, J=11.0, 7.9, 0.4 Hz, 1H).

Aufarbeitung

  1. filtrationThe solution was filtered through diatamaceous earth
  2. concentrationthe was filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2bd3e9719110411c8ad266b9e4afe814
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879872B2

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