Water → 1-(5-Methylthiophen-3-yl)ethan-1-one

HRID 2420251Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2420251
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=O)[CH:6]=1.[CH2:10](OCC)C.C[Li].O>C(O)C>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([CH3:10])=[O:9])[CH:6]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 2090693-Thiophenecarboxylic acid, 5-methyl-HCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 212902951-(5-Methylthiophen-3-yl)ethan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Methylthiophene-4-carboxylic acid (14.2 g., 0.1 mole) prepared by the method of Shvedov et al., Khim. Geterotsikl. Soedin. 1010 (1967); Chem. Abstrs., 69, 51922j (1968) in 250 ml. of ethyl ether is cooled to -10° to 0° C. and an ethereal solution of methyl lithium (4.4 g., 0.2 mole) is added dropwise while maintaining the reaction mixture below 0° C. After stirring for 1 hour at 0° C., a solution of 4 g. of water in 100 ml. of ethanol is added cautiously and the mixture allowed to warm to room temperature. The desired product is then isolated by partitioning the reaction mixture between ether and water and evaporation of the organic extracts.

Aufarbeitung

  1. temperaturewhile maintaining the reaction mixture below 0° C
  2. temperatureto warm to room temperature

Quellen und Nachweise

ORD-Eintrag
ord-2fc3fbe0f80e47b0b95fb786b72ffbff
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04110342

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