반응 #476545

반응 방정식

(−)-2,3-dibenzoyl-L-tartaric acid

acetic anhydride

→

title compound ( 22 )

(3R,4R)-2,5-Dioxo-3,4-dibenzoyloxy-3,4-dihydrofuran

반응 조건

후처리

1. 1
   기타To a 3-necked 5 L round bottom flask fitted with a mechanical stirrer
2. 2
   workup.DISSOLUTIONgradually dissolved
3. 3
   기타to crystallize in the reaction mixture
4. 4
   온도the suspension was then cooled to 25° C
5. 5
   여과The product was collected by filtration
6. 6
   세척washed with 10% acetone in hexane (2×1 L)
7. 7
   기타dried in a vacuum oven at 50° C. overnight

실험 절차

To a 3-necked 5 L round bottom flask fitted with a mechanical stirrer and a teflon coated thermocouple was added (−)-2,3-dibenzoyl-L-tartaric acid (1000 g, 2.79 mol) followed by acetic anhydride (2 L). The suspension was stirred and heated to 85° C. for 2 h during which time the starting material gradually dissolved. A short time thereafter, the product began to crystallize in the reaction mixture and the suspension was then cooled to 25° C. The product was collected by filtration, washed with 10% acetone in hexane (2×1 L), and dried in a vacuum oven at 50° C. overnight to afford the title compound (22) as a white solid. 1H NMR (CDCl3, 400 MHz): δ 6.0 (s, 2H), 7.45 (app. t, 4H), 7.65 (app. t, 2H), 8.05 (d, 4H).

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