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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1646161Erstellt: 24. Oktober 2026

p-Toluenesulfonic acid → 4-Methyl-3-pentylfuran-2(5H)-one

https://huagongshe.com/reaction/1646161

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt4-Acetoxy-4-methyl-3-pentyl-tetrahydrofuran-2-oneHCID 19801577—
LösungsmittelAcetic AcidHCID 176—
Produkt4-Methyl-3-pentylfuran-2(5H)-oneHCID 1595343277,3%

Reaktionsschritte

4-Acetoxy-4-methyl-3-pentyl-tetrahydrofuran-2-one (125.33 g, 549 mmol) is placed with 2.61 g (13.7 mmol) of p-toluenesulphonic acid and held at 150° C. for 4 hours while stirring. The acetic acid which is cleaved off is distilled off over a Vigreux column. The reaction solution, cooled to room temperature, is diluted with 500 ml of ether and washed in a separating funnel with 2×200 ml of sat. NaCl solution. Drying of the ether phase over MgSO4 and concentration on a rotary evaporator as well as distillation at 100°-103° C./0.12 mbar yields 71.34 g (77.3%) of 4-methyl-3-pentyl-2(5H)furanone.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05179077
Quelldatensatzuspto-grants-1993_01
ORD IDord-2aa26145304d413eb1d2861ccb503d06
Quellennotizuspto-grants-1993_01