반응 #52489

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1-(4-bromophenyl)-cyclopropylamine

Intermediate 116

1-(4-bromophenyl)-cyclopropylamine

THF

propionaldehyde

NaCNBH3

→

title compound

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

용매

CH3CN HOAc

반응 조건

후처리

1. 1
   기타quenched with H2O
2. 2
   추출extracted with EtOAc
3. 3
   세척The combined extracts were washed with H2O and saturated aqueous NaCl
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated under reduced pressure

실험 절차

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).

출처