Sodium Hydroxide → HCID 14854590, compound

Temperature

40 °C

50 g Diethyl (1-cyanocyclohexyl)-malonate are dissolved in 175 mL methanol at 40° C. At this temperature, a solution of 29.9 g sodium hydroxide in 150 mL water is added dropwise. The reaction mixture is stirred for 30 minutes at 40° C. After cooling to 20° C., the precipitated product (sodium salt) is filtered off with suction, the filter cake is washed with 50 mL methanol and the product is dried at 60° C. to constant weight. The product is dissolved in 500 mL of water at 10° C., and adjusted to a pH of one to two at 10-15° C. with concentrated hydrochloric acid. The substance which precipitates out is extracted three times with, in each case, 300 mL ethyl acetate. The combined ethyl acetate phases are dried and evaporated on a rotary evaporator at 35° C. The white residue obtained is dried to constant weight at 35° C. in a vacuum drying cabinet. 35.5 g of the title compound are obtained (89.8% of theory); m.p. 99.9° C.

1. temperatureAfter cooling to 20° C.
2. filtrationthe precipitated product (sodium salt) is filtered off with suction
3. washthe filter cake is washed with 50 mL methanol
4. customthe product is dried at 60° C. to constant weight
5. dissolutionThe product is dissolved in 500 mL of water at 10° C.
6. customadjusted to a pH of one to two at 10-15° C. with concentrated hydrochloric acid
7. customThe substance which precipitates out
8. extractionis extracted three times with, in each case, 300 mL ethyl acetate
9. dry with materialThe combined ethyl acetate phases are dried
10. customevaporated on a rotary evaporator at 35° C
11. customThe white residue obtained
12. customis dried to constant weight at 35° C. in a vacuum
13. customdrying cabinet

ORD record

ord-49c6a01cb7a24496bd2d6b58b4f12391

Source dataset

uspto-grants-1991_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05068413