Novel compounds for lightening skin
A compound and composition technology, applied in the field of new compounds, can solve problems such as skin irritation, adverse side effects, and low efficacy
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[0103] N-(cyclohexyl(4-isopropoxyphenyl)methyl)tetrahydro-2H-pyran-4-amine
[0104]
[0105] 2-Bromopropane (30.2 g, 246 mmol) was added to 4-hydroxybenzaldehyde (20 g, 164 mmol) and potassium carbonate (K 2 CO 3 ) (45.3g, 328mmol) in a mixture of N,N-dimethylformamide (DMF) (150ml), and the mixture was stirred at 50°C until 4- Hydroxybenzaldehyde disappeared completely. The mixture was partitioned between ethyl acetate (EA) (300ml) and water (300ml), and the organic layer was washed with sodium sulfate (Na 2 SO 4 ), filtered and the solvent was removed in vacuo to give crude 4-isopropoxybenzaldehyde (26 g, 96%). A solution of 4-isopropoxybenzaldehyde (10 g, 61 mmol) in tetrahydrofuran (THF) (60 ml) was added to cyclohexylmagnesium bromide (12.6 g, 67.1 mmol - prepared from cyclohexyl bromide and magnesium) in THF ( 60 ml) and the solution was stirred at room temperature (RT) until consumption of 4-isopropoxybenzaldehyde as monitored by TLC. The mixture was partition...
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