반응 #477511

반응 방정식

water

2-(diphenylmethyleneamino)-3-(4-fluorophenyl)propanenitrile

HCl

→

title compound

수율 93.0%

2-Amino-3-(4-fluorophenyl)propanenitrile hydrochloride

수율 93.0%

용매

THF

반응 조건

후처리

1. 1
   세척washed with ether (×3)
2. 2
   workup.ADDITIONThe aqueous layer was neutralized by the addition of 10 M NaOH
3. 3
   추출extracted with CH2Cl2 (×3)
4. 4
   건조The combined CH2Cl2 extracts were dried (Na2SO4)
5. 5
   농축concentrated in vacuo

실험 절차

To a solution of 2-(diphenylmethyleneamino)-3-(4-fluorophenyl)propanenitrile (1.65 g, 5.02 mmol, 1.0 equiv) in THF (20.1 mL) was added HCl (5.53 mL of a 1 M aqueous solution, 5.53 mmol, 1.1 equiv). After stirring 3 h, the reaction was poured into water and washed with ether (×3). The aqueous layer was neutralized by the addition of 10 M NaOH and extracted with CH2Cl2 (×3). The combined CH2Cl2 extracts were dried (Na2SO4) and then concentrated in vacuo to provide the title compound (0.77 g, 93% yield) as a colorless oil. For convenience, the amine could be converted into the hydrochloride salt by dissolution in ether, treating with 2 M HCl in ether, and filtering the resulting white solid: 1H NMR (400 MHz, CDCl3) δ ppm 7.24-7.29 (m, 2H), 7.01-7.08 (m, 2H), 3.85-3.96 (m, 1H), 2.92-3.07 (m, 2H), 1.60 (d, J=7.55 Hz, 2H).

출처