反应 #632035

ord-d91b985025564fe79ed56cf993e03b6b

反应方程式

O=C(O[C@@H](C(=O)O)[C@@H](OC(=O)c1ccccc1)C(=O)O)c1ccccc1
(−)-2,3-dibenzoyl-L-tartaric acid
CC(=O)OC(C)=O
acetic anhydride
O=C(O[C@H]1C(=O)OC(=O)[C@@H]1OC(=O)c1ccccc1)c1ccccc1
title compound ( 29 )
O=C(O[C@H]1C(=O)OC(=O)[C@@H]1OC(=O)c1ccccc1)c1ccccc1
(3R,4R)-2,5-Dioxo-3,4-dibenzoyloxy-3,4-dihydrofuran

反应条件

温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他To a 3-necked 5 L round bottom flask fitted with a mechanical stirrer
  2. 2
    workup.DISSOLUTIONgradually dissolved
  3. 3
    其他to crystallize in the reaction mixture
  4. 4
    温度the suspension was then cooled to 25° C
  5. 5
    过滤The product was collected by filtration
  6. 6
    洗涤washed with 10% acetone in hexane (2×1 L)
  7. 7
    其他dried in a vacuum oven at 50° C. overnight

实验过程

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 (29) 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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07935686B2uspto-grants-2011_05