5-(Carboxymethyl)-2-chlorobenzoic acid → 2-Chloro-5-(2-hydroxyethyl)benzaldehyde

HRID 1255242

Reaktionsgleichung

Reaktionsgleichung von HRID 1255242
[C:1]([CH2:4][C:5]1[CH:6]=[CH:7][C:8]([Cl:14])=[C:9]([CH:13]=1)[C:10](O)=[O:11])(O)=[O:2]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:14][C:8]1[CH:7]=[CH:6][C:5]([CH2:4][CH2:1][OH:2])=[CH:13][C:9]=1[CH:10]=[O:11]

Komponenten

4

Edukt 1

HCID 579893705-(Carboxymethyl)-2-chlorobenzoic acid2×

Produkt 1

HCID 579893312-Chloro-5-(2-hydroxyethyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Manganese (IV) dioxide (1.00 g) was added to a solution of 2-(4-chloro-3-(hydroxymethyl)phenyl)ethanol [Aromatic Intermediate 7, step c] (0.200 g) in DCM (5 mL), and the resulting suspension was stirred at room temperature overnight. The mixture was then filtered through Celite, washing the residue well with DCM. The filtrate and washings were concentrated in vacuo to afford the subtitled compound as a colourless oil. Yield 0.197 g.

Aufarbeitung

  1. filtrationThe mixture was then filtered through Celite
  2. washwashing the residue well with DCM
  3. concentrationThe filtrate and washings were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e5b402bbde5f48b0ae84dbe57e5b46c6
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455483B2

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