تفاعل #474801

معادلة التفاعل

sodium hydroxide

2-bromophenethylamine

4-heptanone

sodium triacetoxyborohydride

→

N-[2-(2-Bromophenyl)ethyl]heptan-4-amine

المذيبات

1,2-dichloroethane

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىclose to 20° C
2. 2
   استخلاصThe aqueous phase is extracted with 3 lots of 100 cm3 of ethyl acetate
3. 3
   غسيلwashed with 4 lots of 100 cm3 of water
4. 4
   تجفيف100 cm3 of a saturated aqueous solution of sodium chloride, dried over magnesium sulfate
5. 5
   تركيزconcentrated
6. 6
   أخرىa rotary evaporator under reduced pressure (5 kPa)
7. 7
   أخرىThe yellow liquid obtained
8. 8
   أخرىis purified by flash chromatography over silica (column: 400 g; particle size: 20-40 μm, spherical; flow rate: 30 cm3/min; eluent: 100% heptane to 70% ethyl acetate/30% heptane gradient)
9. 9
   تركيزAfter concentrating the fractions under reduced pressure, 17.33 g of N-[2-(2-bromophenyl)ethyl]heptan-4-amine
10. 10
    أخرىare obtained

الإجراء التجريبي

10 g of 2-bromophenethylamine and 5.71 g of 4-heptanone are dissolved in 250 cm3 of 1,2-dichloroethane at a temperature close to 20° C. 14.84 g of sodium triacetoxyborohydride and 2.9 cm3 of glacial acetic acid are added to the reaction medium. Stirring is continued for 20 h. 300 cm3 of 1M sodium hydroxide are added to the reaction medium. The aqueous phase is extracted with 3 lots of 100 cm3 of ethyl acetate. The organic phases are combined and washed with 4 lots of 100 cm3 of water then 100 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 yellow liquid obtained is purified by flash chromatography over silica (column: 400 g; particle size: 20-40 μm, spherical; flow rate: 30 cm3/min; eluent: 100% heptane to 70% ethyl acetate/30% heptane gradient). After concentrating the fractions under reduced pressure, 17.33 g of N-[2-(2-bromophenyl)ethyl]heptan-4-amine are obtained.

المصدر