Benzaldehyde → 1-Benzylamino-2-benzyloxyethane

2-(Benzyloxy)ethanamine (12.3146 g; manufactured by Bionet Co., Ltd.) was dissolved in CH2Cl2 (150 mL), and benzaldehyde (8.7219 g; manufactured by Kanto Chemical Co., Inc.) and anhydrous sodium sulfate (67.7879 g; manufactured by Wako Pure Chemical Industries, Ltd.) were added to the solution. The mixture was stirred overnight at room temperature. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in methanol (150 mL), and sodium borohydride (3.4129 g; manufactured by Kanto Chemical Co., Inc.) was added thereto. The mixture as stirred for 2 hours at room temperature. The reaction solution was concentrated under reduced pressure, water added thereto, and then the mixture was extracted two times with ethyl acetate. The organic layer was washed twice with water and once with brine, and was dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and thus the title compound (20.188 g) was obtained.

1. filtrationThe reaction solution was filtered
2. concentrationthe filtrate was concentrated under reduced pressure
3. dissolutionThe obtained residue was dissolved in methanol (150 mL)
4. additionsodium borohydride (3.4129 g; manufactured by Kanto Chemical Co., Inc.) was added
5. stirringThe mixture as stirred for 2 hours at room temperature
6. concentrationThe reaction solution was concentrated under reduced pressure, water
7. additionadded
8. extractionthe mixture was extracted two times with ethyl acetate
9. washThe organic layer was washed twice with water and once with brine
10. dry with materialwas dried over anhydrous sodium sulfate
11. concentrationThe organic layer was concentrated under reduced pressure

ORD-Eintrag

ord-338a976ebf24465aaf07565df96170d0

Quelldatensatz

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08008506B2