Methanol → Methyl 2,3-dihydro-1H-indene-1-carboxylate

HRID 452552

Reaktionsgleichung

Reaktionsgleichung von HRID 452552
S(Cl)(Cl)=O.[CH:5]1([C:14]([OH:16])=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1.[CH3:17]O>ClCCl>[CH:5]1([C:14]([O:16][CH3:17])=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 857281H-Indene-1-carboxylic acid, 2,3-dihydro-

Produkt 1

HCID 3839612Methyl 2,3-dihydro-1H-indene-1-carboxylateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Thionyl Chloride (0.95 mL, 13.0 mmol) was added to a room temperature solution of indane-1-carboxylic acid dissolved in 20 mL of dichloromethane. The reaction mixture was stirred at room temperature for 35 minutes after which time the volume was reduced by approximately 50% via a rotovap. Then 20 mL of methanol was added and the reaction was stirred at room temperature for 3 hours. Evaporation of the solvent and column chromatography (9/1 hexanes/EtOAc) afforded of methyl indane-1-carboxylate (2.2 g, 100%) as a colorless oil.

Aufarbeitung

  1. stirringthe reaction was stirred at room temperature for 3 hours
  2. customEvaporation of the solvent and column chromatography (9/1 hexanes/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-aade70647ce740a996a57962b05b6ab4
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492387B2

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