تفاعل #45311

معادلة التفاعل

[2-amino-5-(trifluoromethyl)benzyl][3,5-bis(trifluoromethyl)benzyl]amine

methyl chloroformate

Water

N-methylmorpholine

→

methyl [2-amino-5-(trifluoromethyl)benzyl][3,5-bis(trifluoromethyl)benzyl]carbamate

المذيبات

DME

hexane

ظروف التفاعل

المعالجة

1. 1
   أخرىIn a 250-mL flask equipped with a septum inlet, magnetic stirring bar
2. 2
   درجة الحرارةthe mixture was cooled in an ice bath under nitrogen
3. 3
   workup.ADDITIONTo this mixture was added dropwise over ten minutes
4. 4
   workup.STIRRINGto stir for 15 minutes
5. 5
   أخرىtransferred to a separatory funnel
6. 6
   أخرىThe layers were separated
7. 7
   غسيلwashed with brine
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated
11. 11
    أخرىto give 13 g crude oil
12. 12
    أخرىThe oil was chromatographed on a Biotage 40M cartridge with methylene chloride/hexane

الإجراء التجريبي

In a 250-mL flask equipped with a septum inlet, magnetic stirring bar, and connecting tube leading to a mercury bubbler was placed 12 g (0.029 mol) of [2-amino-5-(trifluoromethyl)benzyl][3,5-bis(trifluoromethyl)benzyl]amine in 120 mL DME. To the reaction flask with stirring was added 6.4 mL (0.058 mol) N-methylmorpholine and the mixture was cooled in an ice bath under nitrogen. To this mixture was added dropwise over ten minutes, 2.7 mL (0.035 mol) of methyl chloroformate. Afterwards, the mixture was allowed to stir for 15 minutes and HPLC showed no starting material present. Water was added to the mixture and the contents were diluted with hexane and transferred to a separatory funnel. The layers were separated, then washed with brine, dried over magnesium sulfate, filtered and concentrated to give 13 g crude oil. The oil was chromatographed on a Biotage 40M cartridge with methylene chloride/hexane to give methyl [2-amino-5-(trifluoromethyl)benzyl][3,5-bis(trifluoromethyl)benzyl]carbamate as a yellow oil.

المصدر