Sodium Sulfate → HCID 63456000, compound

Added to a solution of 7.4 g of 2-bromobenzaldehyde in 80 cm3 of dichloromethane are 6.25 g of sodium sulfate and 5.07 g of 4-aminoheptane at a temperature close to 20° C. After stirring for 2 h, the reaction mixture is filtered through a cartridge and washed with 2 lots of 10 cm3 of dichloromethane. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). The oil obtained is dissolved in 80 cm3 of methanol. 0.757 g of sodium borohydride is added in 3 lots. The reaction mixture is stirred for 1 h at 20° C., then 0.757 g of sodium borohydride is again added. This operation is carried out twice. After stirring at 20° C. for 20 h, the reaction mixture is concentrated using a rotary evaporator under reduced pressure (5 kPa). The concentration residue is taken up in 100 cm3 of dichloromethane and 50 cm3 of water. The organic phase is washed with 2 lots of 50 cm3 of a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated using a rotary evaporator under reduced pressure (5 kPa). The 10.8 g of colorless oil obtained are purified by filtration through a pellet of 150 g of silica with 1 dm3 of an 80% heptane/20% ethyl acetate mixture. After concentrating the fractions under reduced pressure, 9.75 g of N-(2-bromobenzyl)heptan-4-amine are obtained in the form of a colorless clear oil.

1. customclose to 20° C
2. filtrationthe reaction mixture is filtered through a cartridge
3. washwashed with 2 lots of 10 cm3 of dichloromethane
4. concentrationThe filtrate is concentrated
5. customa rotary evaporator under reduced pressure (5 kPa)
6. customThe oil obtained
7. stirringThe reaction mixture is stirred for 1 h at 20° C.
8. stirringAfter stirring at 20° C. for 20 h
9. concentrationthe reaction mixture is concentrated
10. customa rotary evaporator under reduced pressure (5 kPa)
11. washThe organic phase is washed with 2 lots of 50 cm3 of a saturated aqueous solution of sodium chloride
12. dry with materialdried over magnesium sulfate
13. concentrationconcentrated
14. customa rotary evaporator under reduced pressure (5 kPa)

ORD record

ord-de696a05abab4b009523d24075a75de9

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08372864B2