HCID 59277551, Verbindung → 3-Chloro-2-propoxybenzaldehyde

HRID 2097019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2097019
[Cl:1][C:2]1[C:3]([O:10][CH2:11][CH2:12][CH3:13])=[C:4]([CH2:8][OH:9])[CH:5]=[CH:6][CH:7]=1>C1C=CC=CC=1.O=[Mn]=O>[Cl:1][C:2]1[C:3]([O:10][CH2:11][CH2:12][CH3:13])=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH:8]=[O:9]

Komponenten

4

Edukt 1

HCID 59277551HCID 59277551, Verbindung

Produkt 1

HCID 592775713-Chloro-2-propoxybenzaldehydeAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

MnO2 (3.40 g, 39.2 mmol) was added to a stirring solution of (3-chloro-2-propoxyphenyl)methanol (1.12 g, 5.60 mmol) in benzene (54 mL) under N2. After stirring for 48 h, the solution was filtered over diatomaceous earth, the pad rinsed with CH2Cl2 (100 mL), and the solution concentrated to a clear oil. Purification by column chromatography (silica gel, hexanes/EtOAc, 98:2) gave the title compound (0.42 g, 38%) as a clear oil: 1H NMR (300 MHz, DMSO-d6) δ 10.27 (s, 1H), 7.85 (d, J=1.6 Hz, 1H), 7.73 (d, J=1.6 Hz, 1H), 7.32 (t, J=7.8 Hz, 1H), 4.04 (t, J=6.4 Hz, 2H), 1.85-1.78 (m, 2H), 1.03 (t, J=7.3

Aufarbeitung

  1. filtrationthe solution was filtered over diatomaceous earth
  2. washthe pad rinsed with CH2Cl2 (100 mL)
  3. concentrationthe solution concentrated to a clear oil
  4. customPurification by column chromatography (silica gel, hexanes/EtOAc, 98:2)

Quellen und Nachweise

ORD-Eintrag
ord-75d6c19057b94307b0fdbce5125f0b83
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08450307B2

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