Water → HCID 77130715, compound

In 250 ml of acetonitrile was dissolved 4.8 g of 3,5-bistrifluoromethylbenzaldehyde, added thereto were 6.6 g of trimethylsulfonium iodide, 3.2 g of ground potassium hydroxide and 0.5 ml of water, and the mixture was stirred at a temperature of 65° C. to 70° C. for 16 hours, in the presence of an alumina ball. After the reaction was completed, insoluble matters were removed, and ethyl acetate and water were added to the filtrate and layers were separated. The organic layer was washed, dried and concentrated under reduced pressure. To the residue was added 50 ml of a 40% methylamine-methanol solution, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:2), to give 1.23 g of 1-(3,5-bistrifluoromethylphenyl)-2-hydroxyethylamine as shown in Table 133 below.

1. additionadded
2. custominsoluble matters were removed
3. additionethyl acetate and water were added to the filtrate and layers
4. customwere separated
5. washThe organic layer was washed
6. customdried
7. concentrationconcentrated under reduced pressure
8. additionTo the residue was added 50 ml of a 40% methylamine-methanol solution
9. stirringthe mixture was stirred at room temperature for 16 hours
10. concentrationThe reaction mixture was concentrated under reduced pressure
11. customThe residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:2)

ORD record

ord-e48df3ebfef14931a7d871559895b56e

Source dataset

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07619092B2