تفاعل #1818655

معادلة التفاعل

4-chloro-2-fluoro-5-(2-propynyloxy)nitrobenzene

Water

→

4-chloro-2-fluoro-5-(2-propynyloxy)aniline

المردود 72.6%

المذيبات

acetic acid

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto cool to room temperature
2. 2
   ترشيحInsoluble materials were filtered off
3. 3
   استخلاصfollowed by extraction with ethyl acetate
4. 4
   تجفيفThe extract was dried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated
6. 6
   غسيلThe residue was washed with petroleum ether and carbon tetrachloride

الإجراء التجريبي

A suspension of electrolytic iron powder (3.5 g) in a 5% aqueous acetic acid solution (5 ml) was heated to 90° C., and a solution of 4-chloro-2-fluoro-5-(2-propynyloxy)nitrobenzene (5.7 g) in acetic acid (40 ml) was dropwise added thereto at the same temperature. The resultant mixture was stirred at 90°-105° C. for 1 hour and allowed to cool to room temperature. Water (200 ml) was added thereto. Insoluble materials were filtered off, and the filtrate was neutralized, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated. The residue was washed with petroleum ether and carbon tetrachloride to give 3.6 g of 4-chloro-2-fluoro-5-(2-propynyloxy)aniline. M.P. 61.0°-61.5° C. NMR (CDCl3) δ (ppm): 2.5 (1H, t, J=2 Hz), 3.4-4.2 (2H, m, J=16 Hz), 4.15 (2H, d, J=2 Hz), 6.5 (1H, d, J=8 Hz), 6.95 (1H, d, J=10 Hz).

المصدر