Reaktion #41219

Reaktionsgleichung

water

4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid

pyridine

4-methoxybutyryl chloride

ethyl acetate

→

4,5-Bis(4-methoxybutyryloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   workup.WAITwas complete after a further 2 days at RT
3. 3
   SonstigeThe reaction mixture was evaporated to dryness
4. 4
   workup.STIRRINGstirred in 2M HCl (30 ml) for 30 mins
5. 5
   SonstigeThe resultant crude solid was isolated by filtration
6. 6
   SonstigeThe solid was isolated by filtration and oven
7. 7
   Sonstigedried overnight
8. 8
   Sonstigeto give 1.0 g (59%)

Vorschrift

To a stirred suspension of 4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid (1 g) in pyridine (30 ml) was added 4-methoxybutyryl chloride (2 g). The reaction was stirred at RT for 2 days, and as TLC indicated that starting acid was still present, a further 2 g of the acid chloride was added. Reaction was complete after a further 2 days at RT. The reaction mixture was evaporated to dryness and stirred in 2M HCl (30 ml) for 30 mins. The resultant crude solid was isolated by filtration. This was then slurried with water (30 ml) followed by ethyl acetate (30 ml). The solid was isolated by filtration and oven dried overnight to give 1.0 g (59%).

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