Isopropylamine → HCID 19778141, compound

Ethyl 4-bromocrotonate (25.0 g) was added dropwise to a solution of isopropylamine (7.7 g) and triethylamine (13.2 g) in ethanol (200 ml) at room temperature under stirring and taking an hour. The mixture was stirred for 5.5 hours at room temperature. After removing the solvent, to the residue was added ethyl acetate, and the mixture was extracted with 1N hydrochloric acid. Ethyl acetate was added to the hydrochloric acid layer, and alkalified by addition of potassium carbonate powder. After removing the separated oily substance, the ethyl acetate layer was taken out, and the aqueous layer was extracted with ethyl acetate. The combined ethyl acetate layers were washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and distilled to remove the solvent to give the title compound (14.6 g) as pale yellow oily substance.

1. waittaking an hour
2. stirringThe mixture was stirred for 5.5 hours at room temperature
3. customAfter removing the solvent
4. additionto the residue was added ethyl acetate
5. extractionthe mixture was extracted with 1N hydrochloric acid
6. additionEthyl acetate was added to the hydrochloric acid layer
7. additionalkalified by addition of potassium carbonate powder
8. customAfter removing the separated oily substance
9. extractionthe aqueous layer was extracted with ethyl acetate
10. washThe combined ethyl acetate layers were washed with saturated sodium chloride solution
11. dry with materialdried over anhydrous sodium sulfate
12. distillationdistilled
13. customto remove the solvent

ORD record

ord-9d61cb9ca4dd4b9e9865102c9ba7facb

Source dataset

uspto-grants-1993_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05189043