Reaktion #1522

Reaktionsgleichung

4-((R)-1-methylheptyloxycarbonyl)benzoic acid benzyl ester

hydrogen

→

4-((R)-1-methylheptyloxycarbonyl)benzoic acid

Ausbeute 99.6%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige5% palladium/carbon was removed
2. 2
   Einengenthe filtrate was concentrated
3. 3
   SonstigeThe concentrate obtained
4. 4
   Sonstigewas purified by column chromatography

Vorschrift

Then, 0.12 g of 5% palladium/carbon and 30 ml of a tetrahydrofuran solution containing 1.21 g of 4-((R)-1-methylheptyloxycarbonyl)benzoic acid benzyl ester were stirred overnight at room temperature in a stream of hydrogen to decompose a benzyl protective group by hydrogenation. 5% palladium/carbon was removed using Celite as a filter aid, and the filtrate was concentrated. The concentrate obtained was purified by column chromatography to obtain 0.91 g of 4-((R)-1-methylheptyloxycarbonyl)benzoic acid as a colorless liquid (gradually crystallized) (isolated yield: 99%).

Quelle