Hydrochloric Acid → HCID 59077271, compound

The n-heptane solution (12.5 L) of the acrylic ester of Example 6 (0.921 Kg; 5.11 mol) was concentrated by distillation at atmospheric pressure to 36% of its original volume. The n-heptane was then replaced with tetrahydrofuran by atmospheric azeotropic distillation at constant volume. The reaction mixture was cooled to 20–25° C., then tetrabutylammonium fluoride trihydrate (2.10 Kg; 6.64 mol) and nitromethane (0.499 Kg, 8.18 mol) were added. The resulting brown solution was stirred at 20–25° C. for 17 hours. To the reaction mixture a 2M aqueous solution of hydrochloric acid (4.5 L) was added, causing the reaction temperature to rise by 8° C. n-Heptane (4.5 L) was added and the phases were separated. The organic layer was then washed with demineralised water (4.5 L) to give the title product (1.08 Kg) in 88% yield as an organic solution which is used directly in the next step.

1. distillationThe n-heptane was then replaced with tetrahydrofuran by atmospheric azeotropic distillation at constant volume
2. temperatureThe reaction mixture was cooled to 20–25° C.
3. customto rise by 8° C.
4. additionwas added
5. customthe phases were separated
6. washThe organic layer was then washed with demineralised water (4.5 L)

ORD record

ord-52b8fb0f36084163bd41e87616ece659

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07018818B2