3-Benzyloxy-5-(methylsulfonyl)-2-thiophenecarboxylic Acid → 4-Benzyloxy-2-(methylsulfonyl)thiophene

HRID 1953965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1953965
[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([S:14]([CH3:17])(=[O:16])=[O:15])[S:11][C:10]=1C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>N1C2C(=CC=CC=2)C=CC=1>[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([S:14]([CH3:17])(=[O:16])=[O:15])[S:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 1

HCID 154771003-Benzyloxy-5-(methylsulfonyl)-2-thiophenecarboxylic Acid

Produkt 1

HCID 154771014-Benzyloxy-2-(methylsulfonyl)thiopheneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7047QuinolineLösungsmittel

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

A solution of 3-benzyloxy-5-(methylsulfonyl)-2-thiopenecarboxylic acid (13.6 g, 43.6 mmol) in 50 ml quinoline is treated with Cu powder (4.15 g, 65.4 mmol) at room temperature, heated to 165° C. for 15 minutes, cooled to room temperature and filtered. (The filtercake is washed with water.) The combined filtrate is acidified to pH 1 with 6N HCl and filtered. This filtercake is washed with water and dried to afford the title product as a dark grey powder, 10.1 g (86% yield), mp 108-109° C., identified by 1HNMR, 13CNMR and mass spectral analyses.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. wash(The filtercake is washed with water
  4. filtrationfiltered
  5. washThis filtercake is washed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-93b5e80c704445278fcad4cb2e49b352
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06121202

Notizen zur Reaktion

Wird geladen…