1,1-Cyclopropanedicarboxylic acid, 1,1-dimethyl ester → 1,1-Cyclopropanedicarboxylic acid

The glass pipe of the above-described apparatus is charged with 600 ml of the ion exchanger LEWATIT® SP 112 (in the H+ form) and closed on both sides by sintered glass disks. The glass flask contains 500 g of dimethyl cyclopropane-1,1-dicarboxylate (MOD, 98.8%, 3.12 mol) and 750 ml of demineralized water. At a reduced pressure of 700 mbar the contents is heated to boiling (89°-92° C.), the liquids being recirculated by pumping from the flask via the ion exchanger column. At a reflux ratio of from 8:1-15:1 methanol distills off at from 56°-58° C. After 9-10 hours the saponification is complete. After cooling, the apparatus is flushed with water. The combined aqueous solutions are then extracted with 750 ml and twice with 250 ml of methyl t-butyl ether. The ether removed by largely distillation and replaced by 850 ml of toluene. The ether is then removed by distillation completely, and CDA crystallizes in the process. The crystals are removed by filtration, washed with toluene and dried. The final weight and the analytical data are shown in Table 1.

1. customclosed on both sides by sintered glass disks
2. temperatureAt a reduced pressure of 700 mbar the contents is heated
3. custom(89°-92° C.)
4. distillationAt a reflux ratio of from 8:1-15:1 methanol distills off at from 56°-58° C
5. temperatureAfter cooling
6. customthe apparatus is flushed with water
7. extractionThe combined aqueous solutions are then extracted with 750 ml and twice with 250 ml of methyl t-butyl ether
8. customThe ether removed by largely distillation
9. customThe ether is then removed by distillation completely
10. customCDA crystallizes in the process
11. customThe crystals are removed by filtration
12. washwashed with toluene
13. customdried

ORD record

ord-5150de380a854ee6a376cb5580f1b175

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886219