反応 #65602

反応方程式

4-(4-chloro-1-naphthoxy)-3,5-dichloronitrobenzene

→

4-(4-chloro-1-naphthoxy)-3,5-dichloroaniline

収率 96.1%

溶媒

toluene

反応条件

後処理

1. 1
   その他The bottle was purged thoroughly with nitrogen and 5% platinum on carbon (0.50 grams)
2. 2
   workup.ADDITIONwas added immediately
3. 3
   ろ過The reaction mixture was filtered through a pad of celite
4. 4
   濃縮the filtrate concentrated under reduced pressure

実験手順

Into a 500 milliliter Parr bottle was charged 4-(4-chloro-1-naphthoxy)-3,5-dichloronitrobenzene (15.84 grams, 42.97 mmol) prepared in Part A and toluene (250 milliliters). The bottle was purged thoroughly with nitrogen and 5% platinum on carbon (0.50 grams) was added immediately following the purge. The reaction mixture was then hydrogenated for 1.5 hours on a rocking Parr hydrogenator at a pressure of 90-100 psi hydrogen at ambient temperature. The reaction mixture was filtered through a pad of celite and the filtrate concentrated under reduced pressure to afford pure 4-(4-chloro-1-naphthoxy)-3,5-dichloroaniline (13.99 grams, 41.31 mmol, 96%) as a white solid having a melting point of 145° C.-147° C. Elemental analysis of the white solid indicated the following:

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