تفاعل #52489

معادلة التفاعل

1-(4-bromophenyl)-cyclopropylamine

Intermediate 116

1-(4-bromophenyl)-cyclopropylamine

THF

propionaldehyde

NaCNBH3

→

title compound

[1-(4-Bromophenyl)-cyclopropyl]-dipropylamine

المذيبات

CH3CN HOAc

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with H2O
2. 2
   استخلاصextracted with EtOAc
3. 3
   غسيلThe combined extracts were washed with H2O and saturated aqueous NaCl
4. 4
   تجفيفdried (MgSO4)
5. 5
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0° C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after 5 hours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc—hexanes).

المصدر